ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading chemistry journals. The following PDF file contains a complete ChemInform issue, thus enabling easy electronic browsing further facilitated by electronic bookmarks.
DFT calculations provide a range of detailed predictions of structures for known stoichiometries at atmospheric pressure, and of some structures at elevated pressures.
The perovskites Sr1-xLaxTi0.5Mn0.5 O3, x = 0, 0.1, 0.2, 0.3, 0.4 and 0.5 are synthesized by solid state reaction of La2O3, SrCO3, TiO2, and MnCO3 (1350—1450 °C, 2 d).
Single crystals of CsFe2F6 are obtained by solid state reaction of a stoichiometric mixture of CsF, FeF2, and FeF3 (sealed Pt crucible, 750 °C, controlled cooling).
A series of polycrystalline samples of Ba1-xSrxSnO3 is prepared by solid state reaction of stoichiometric mixtures of SrCO3, BaCO3, and SnO2 (1.
Mn, Ni, and Cr doped as well as Mn/Ni and Mn/Cr co-doped (dopant level of all samples 1 mol%) multi-colored phosphorescent CdSiO3 is prepared by solid state synthesis of CdO, SiO2, MnCl2, Cr(NO3)3, and NiCl2 (alumina crucible, 1000 °C, 8 h).
The new borate [iPrNHMe3][B5O6(OH)4] is prepared by hydrothermal reaction of isopropyltrimethylammonium hydroxide with H3BO3 (H2O, 135 °C, 10 d).
In2Ga2Fe2O9 and Sc2Ga2Fe2O9 are prepared by solid state reaction of stoichiometric mixtures of M2O3 (M: In, Sc), Ga2O3, and Fe2O3 (air, 11375—1400 °C, 24—30 h).
BiRhO3 (I), LuRhO3 (II), and NdRhO3 (III) are prepared by solid state reaction of stoichiometric mixtures of M2O3 (M: Bi, Lu, Nd) and Rh2O3 (Au capsules, 6 GPa, 1600 °C for (I), 1300 °C for (II) and (III), 2 h).
The perovskite BiNb3O9 is a metastable phase in the Bi2O3—Nb2O5 system that forms only when cooled from a liquid phase.
Ag2VP2O8 is prepared by a previously reported method and its structure is confirmed by Rietveld refined powder XRD data (space group P21/c, Z = 4).
The tunneled titanates Na0.7Ga4.7Ti0.3O8 (I), Na0.8Ga4.8Ti1.2O10 (II), Na0.8Ga4.8Ti2.2O12 (III), K1.5Ga1.5Ti6.5O16 (IV), KGa17Ti15O56 (V), and BaTi4O9 (VI) are prepared by solid state reaction of stoichiometric mixtures of Na2CO3, K2CO3, BaCO3, TiO2, and Ga2O3 (1.
The title compound is synthesized by solid state reaction of SiO2, ZnO, Li2CO3, and Na2CO3 using an optimized ratio of 1:0.63:0.04:0.13 resp.
Cubic gallium oxynitride is synthesized by solvothermal processing of a gallium ethylene diamine complex and H2O (autoclave, 200 °C, 1 d).
Ba2Cu2ThS5 is synthesized by solid state reaction of a stoichiometric mixture of BaS, S, Cu, and Th (evacuated fused silica tube, 1173 K, 4 d, controlled cooling).
The new type II Sn clathrates Cs8Ba16Ga39.7Sn96.3, Rb9.9Ba13.3Ga36.4Sn99.6, K2.0Ba14.0Ga30.4Sn105.6, and Ba16Ga32.1Sn103.9 are prepared from stoichiometric mixtures of the elements (Nb tubes, 1000 °C for 1 h and 700 °C for 120 h).
Green single crystals of [dpaH2]2[V2O2F8] are prepared by hydrothermal reaction of 2,2′-dipyridylamine (dpa) and VO2 in aqueous HF (200 °C, 24 h).
The new title compounds are structurally characterized by single crystal XRD.
Single-crystal XRD reveals a monoclinic structure for (II) (space group P21/c, Z = 4), a tetragonal structure for (III) (space group P42/n, Z = 2), and a trigonal structure for (IV) (space group R3, Z = 3).
Polycrystalline, diffraction quality powders of Cu3.82Mo3O12 are obtained by solid state reaction of stoichiometric amounts of Cu2O, CuO, and MoO3 (fused silica tube, 803 K, 2 d, slow cooling) followed by treatment of the resulting powder in a Ga flux (sealed fused silica tube, 773 K, 24 h, cooling to room temp.
The well-organized asymmetric reaction sphere of the title complexes is employed to catalyze the asymmetric reaction of nitroalkenes with malononitrile.
A first example of an enantioselective and regioselective bromohydroxylation of 2-aryl-2-propen-1-ols is developed.
Two novel heterogeneous BINAM-prolinamides are prepared and evaluated as chiral catalysts for the intermolecular aldol reaction of different substrates.
A series of novel planar-chiral NHC precursors are synthesized and applied in the Rh-catalyzed asymmetric 1,2-addition of arylboronic acids to aromatic aldehydes.
38 examples
A facile access to the title compounds, required as intermediates in natural product synthesis, becomes possible by treatment of anilines with excess ethyl vinyl ether in acetic acid.
A protocol for the selective reduction of carboxylic acids to aldehydes via intermediate disilyl acetals is presented.
This simple protocol shows high tolerance to functional groups.
A mild and general protocol for the title reaction, which tolerates a wide range of functional groups is presented.
An efficient method for the N-alkylation of various sulfonamides and amines with alcohols is developed (40 examples in all) using the corresponding aldehydes as the catalyst.
A novel palladium thiosemicarbazone complex is prepared and efficiently applied as a catalyst for the arylation of amines (IV) and (VII) with halobenzenes (V).
A new method for ketone enolate C-acylation is described which utilizes alkyl pentafluorophenylcarbonates, -thiocarbonates, and -thionocarbonates as reactive acylating agents.
This publication also contains theoretical studies and calculations concerning the reaction.
Notable features of the protocol include a short reaction time, mild conditions, and the use of an inexpensive catalyst.
Treatment of pyridines, quinoline and methylthiopyrazine with the frustrated Lewis pair TMPMgCl·BF3 leads to organofluoroborates which react readily with a variety of aromatic aldehydes or activated ketones (II) to the corresponding carbinols (III) in the absence of a transition metal catalyst.
A variety of hydroxyalkyl-substituted allenes is prepared under optimized conditions A) in the presence of paraformaldehyde.
A convenient three-step approach is developed for the synthesis of enantioenriched monoprotected 1,2-diols.
using a cyclopentannulation of propargylmalonates and Fischer carbenes as key step
The reaction proceeds with high regio- and enantioselectivity.
The electronic effects of the aldehyde substituents as well as the nature of the secondary amine are found to affect reaction rate and yield.
A series of fluorous ponytail-substituted aromatics is synthesized by Heck-coupling of aryl halides with fluoroalkyl-substituted ethylenes.
Microwave-assisted Pd-catalyzed coupling of sodium nitrite with styryltrifluoroborates produces the desired products in high yields.
Uncatalyzed addition reaction of TmsI or TmsBr and subsequent careful hydrolysis offers a facile approach to the highly functionalized target units.
This is a facile method for the synthesis of diaryl- and monoarylamines from simple, inexpensive starting materials.
This publication also contains the syntheses of several Ar-BINMOL ligands including the one applied in the presented asymmetric Grignard reactions.
The respective ketone is formed as a by-product in small amounts in most cases.
An efficient Ullmann C—O coupling reaction is developed, which tolerates a wide range of different functional groups.
An environmentally friendly, fast, and highly selective method for the title reaction is developed.
Various arylated aminoethylferrocene derivatives (I) are prepared easily using the reaction with boronic acids.
A new method for the conversion of alcohols to amine derivatives under retention of the configuration is reported.
Amination at the β-position of 2-arylpropionitriles (I) through catalytic dehydrogenation occurs in the presence of a Pd-catalyst and bromobenzene.
A facile, convenient and mild method for the synthesis of various of N-arylamides and N-arylsulfonamides is developed.
Various title compounds, important precursors of a broad spectrum of heteroaromatics, are prepared with TosOH or MesOH as the sulfonyl agent.
The dimerization of aryl benzyl ketones affords the required diones as diastereomeric mixtures where the racemic isomers are formed as main products.
A wide range of diaryl methanes is prepared tolerating many functional groups and heterocyclic substituents [cf.
The reaction is fast and reliable and proceeds with retention of the configuration with little or no stereochemical erosion.
Newly synthesized silver—carbene complexes are applied in the copper-catalyzed allylic arylation of cinnamyl bromide with Grignard reagent (II) to form predominantly the gamma-product (IV).
The reactivity of a Cu-NHC-catalyst for oxidative coupling is modulated by a small molecule additive, diethyl malonate, that slows over-oxidation of 2-naphthols (I) and (II).
The first enantioselective α-hydroxylation of α-substituted β-ketoamides such as (I) is developed furnishing tertiary alcohols in good yield and up to 83% e.e.
The regioselectivity of the title reaction depends on the electronic properties of the substituents on the aryl ring as is demonstrated for substrates (III) and (V).
The molecular structure of compound (III) is proved by X-ray analysis.
Formal [3 + 2]-annulation is achieved between a range of α,β-unsaturated acyl fluorides and cyclopropyl substrates bearing C2- and C4-oxygenation.
This method is also applicable to a one-pot sequence starting from methyl ketones.
Aerobic dehydrogenative Heck reactions of heterocycles with styrene derivatives are shown to be more efficient in the absence of metallic co-oxidants.
Aminofuranones are prepared with excellent cis-diastereoselectivity via ring-opening of terminal epoxides and aminoacetylative cyclization.
The reaction proceeds through NBS-mediated oxidative dearomatization of the furan ring followed by spirocyclization and aromatization.
Annulation of 2-naphthyl ethers with chalcone epoxides in the presence of a stable triarylium hexachloroantimonate is followed by aerobic oxidative aromatization.
Alkenylphenols (I) undergo a diastereoselective oxidative dimerization to generate 2,3-disubstituted dihydrobenzofurans like conocarpin (IIb), licarin A (IId) and congeners.This radical dimerization is found to be reversible and therefore sensitive to the concentration of CAN and the reaction time.
This one-pot tandem process obviates the use of preformed 2-halobenzofurans to give 2-arylbenzofurans.
by Sonogashira cross-coupling and intramolecular o-arylation of o-iodophenols and aryl acetylenes or silylacetylenes
Two different roles of sodium azide under two different reaction conditions are described.
LiCl significantly accelerates the formation of Grignard reagent from inactive 3-bromo-2-methylthiophene (I) and thus provides access to a variety of 3-substituted 2-methylthiophenes (15 examples).
An environmentally benign process is developed for the reaction of diesters (I) or (IX) with aldehydes and 2 equiv.
This is the first example of a Sonogashira coupling/cyclization sequence to yield C2-aryl-substituted 4,5,6,7-tetrahydroindoles.
The presented new method provides an easy and highly efficient way to access not only enantioenriched 3,2′-pyrrolidinyl spirooxindole frameworks but also bi-spirooxindoles containing three contiguous stereocenters and two spiro-quaternary centers.
Synthesis of indolylarylketones proceeds with high selectivity and for a wide substrate scope by the presented operationally simple procedure.
Practical application of this method is demonstrated by the total synthesis of homofascaplysin C (IX).
NIS-mediated synthesis of highly functionalized gem-3-(diiodomethyl)indolin-2-ones [cf.
The use of an ionic liquid for this reaction avoids the need for other reagents, e.
Ester- and nitrile-substituted terminal alkenes (II) can be applied in this reaction although attempts with amide-, aryl- and alkyl-substituted alkenes did not yield 3-alkenyl indoles.
The reaction is not sensitive to the electronic and steric effects.
Cyclization of alcohol (I) or thiol (IV) with aldehydes proceeds under mild conditions to give the title compounds with high diastereoselectivity.
This is presented in continuation of previously published studies.
The reaction is proposed to proceed via single-electron-transfer from the substrate to FeBr3.
In some cases besides the desired 1,5-isomer (IV) an 1,3-isomer is formed as well, even though in small amounts.
1,3-Dipolar cycloaddition of diazopropane (II) with benzoquinone affords bis-cycloadducts (IV) and (V) along with minor amounts of mono-adduct (III).
The title reaction allows the synthesis of various fused heterocyclic systems.
This method gives 4-aryl-substituted pyrazolinones.
Most of the new bispyrazolines (V) (8 examples) possess good antimicrobial activities.
A new procedure for the synthesis of fluorinated imidazole derivatives from propargyl amidines is presented.
All the new aryl-substituted imidazole derivatives (IV) (10 examples) show good antibacterial activity against gram-negative bacterial strains and significant cytotoxicity against DLA and EAC cell lines.
The reaction does not require any oxidizing or reducing agent and proceeds without any solvent.
Pyrazolylisoxazolines bearing cyclic or linear lipophilic groups (VI) and (IX), resp., are synthesized and tested for their antibacterial and antifungal activities.
The title compounds (IV) and (V) exhibit moderate to significant antibacterial activity against Gram-positive bacteria and antifungal activity against S.
via ToSOH-catalyzed reaction of epoxyketones with sodium thiocyanate or thiourea in Bu4NCl
Uncatalyzed ring-opening of benzoxazoles with secondary amines and subsequent oxidative cyclization of the resulting imines with IBX as the oxidant offers a convenient access to the target compounds.
The direction of the title reaction depends on the base employed and provides regioselective access to side chain alkylated products (IV) or ring-alkylated products (V).
A variety of new fluorobenzamide derivatives (X) (15 examples) are synthesized using conventional or microwave chemistry and evaluated for their antimicrobial activities.
The mesoporous CdS nanosphere is successfully applied in the preparation of various benzothiazole derivatives bearing aromatic, heteroaromatic or aliphatic residues at C-2.
The triazoles are formed from two equivalents of the amino-thiadiazol substrates.
This is a simple and environmentally benign procedure with mild reaction conditions compared to other reported methods.
via reaction of aryl cyanamides and sodium azide
This is the first direct synthesis of isocoumarins from o-alkynylbenzamides under super acid conditions.
(Di)benzoxanthones are efficiently synthesized via dehydration of the corresponding dihydroxybenzophenone catalyzed simply by K2CO3 and their optical properties are investigated in MeOH.
Compound (III) prepared from (I) by the reaction with dimethylformamide dimethylacetal reacts with some nitrogen nucleophiles.
9 Title compounds of type (XI) are prepared and tested for their insecticidal activity.
A series of novel 1,4-dihydropyridine derivatives (IV) (30 examples) are synthesized via a modified Hantzsch reaction and evaluated for their inhibitory potencies against phosphodiesterase 4.
The reaction with activated alkenes is exceptionally regioselective.
The title synthesis proceeds in a selective manner and is further extended to the preparation of dihydropyrano[2,3-g]chromene derivatives through a selective two-fold Fe-catalyzed 6-endo-hydroarylation.
Functionalization of the C-2 methyl group under conditions A) allows the rapid production of libraries containing quinoline derivatives for drug research.
PEG-6000-anchored sulfonic acid is used as catalyst for a Friedlaender synthesis under environmentally benign conditions.
A remarkable efficient synthesis of the title compounds is achieved from readily available cis-2-iodocyclopropanecarboxamides and terminal aryl-, heteroaryl-alkynes or enynes.
The heterocyclic skeleton is readily available in moderate yields without the need for any metal or base catalyst.
Title compounds such as (VII), (X), and (XIV) are prepared in a highly enantio-enriched form employing as key step an intramolecular Mannich type process, involving an enantiopure aminoketal (I) and oxobutenoate (II) as aldehyde partner.
This publication describes several acid-promoted cyclization reactions yielding benzopyridocycloheptane derivatives.
Using a silica-supported ionic liquid as catalyst and DMF as solvent, title compounds (IV) are formed as products of a thermodynamically controlled reaction.
The key-step of this synthesis is a one-pot hydrazide generation / cyclization sequence under mild conditions without racemization.
The title compounds such as (III), (V), and (VII) are obtained by Knoevenagel condensation under classical, conventional condition, in the presence of a lipase biocatalyst or with a deep eutectic solvent (DES).
An eco-compatible method is presented for the synthesis of title compounds (IV) (8 examples) through sequential reaction of benzoxazinone (II) with 2-aminobenzothiazoles using the halogen-free SO3H-functionalized ionic liquid IMS as recyclable medium.
The direction of reaction of aminopyrazoles (I) with N-methylformamide or formamide in the presence of POCl3 depends on the structure of starting compound (I) and Vilsmeier reagent used.
The title compounds (V) are obtained by nucleophilic amination-defluorination reaction of the 6,7-difluoro derivative of 3-amino-2-methyl-3H-quinazolin-4-one (III).
The reaction can be also carried out in other solvents rather than in the respective ethers.
N-phenylbenzimidoyl chlorides (I) are readily obtained by chlorination of benzanilides.The method is applied to the synthesis of quinoxalines (IV) and pyrazines (VII).
A variety of the title triazole derivatives (VI) (11 examples) are designed, synthesized using click chemistry, and evaluated as novel ALKS inhibitors.
A variety of new azetidinone derivatives (V) (12 examples) are synthesized and evaluated for their antimicrobial activities.
Various unprotected thiomorpholine derivatives are efficiently synthesized in a one-pot two-step procedure from SnAP reagents (I) and (V).
Novel 1,4-benzothiazines are synthesized and tested for their antimicrobial, antifungal, and anthelmintic activity.
Attempts to use the method for the preparation of the eight-membered nitrogen heterocycles fail.
Reaction of 2-formylbenzoic acid with various ketones followed by ring opening/ring closing of the resulting lactones with o-phenylenediamine allows the synthesis of the title heterocycles in good yields.
The reaction affords various benzyl or vinyl silanes in good yields.
The title compound (III) is readily prepared via an atom-economical [2,3]-sigmatropic rearrangement of an alkenynyl phosphinite formed in situ by reaction of 3-methylpent-1-en-4-yn-3-ol with diphenylchlorophosphine.
An efficient and highly selective method for the synthesis of the title compounds, which are important in biology and materials science, proceeds under very mild conditions and within short reaction times.
under both thermal and microwave irradiation conditions
The process is investigated with different N-protecting groups at the aziridine nitrogen and different Lewis acids.
This method can also be used in solid-phase peptide synthesis to simultaneously deprotect the amino function and cleave the peptide from the Wang resin.
The method does not require a 2,3-O-conformation restricting group and uses Tol-S-Cl/AgOTf as a preactivation system.
The reaction represents the first example of the cobalt-catalyzed hydration of alkynes.
This is the first report of 6H-dibenzo[b,d]pyran-6-one glycosides from natural sources.
The title material is a promising candidate as oxygen permeable membrane for oxyfuel applications.
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