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Dr. Mitsuhiro Arisawa, Yuki Fujii, Hiroshige Kato, Dr. Hayato Fukuda, Dr. Takashi Matsumoto, Mika Ito, Dr. Hiroshi Abe, Dr. Yoshihiro Ito and Prof. Dr. Satoshi Shuto One-Pot Ring-Closing Metathesis/1,3-Dipolar Cycloaddition through Assisted Tandem Ruthenium Catalysis: Synthesis of a Dye with Isoindolo[2,1-a]quinoline Structure Angewandte Chemie International Edition 52

Version of Record online: 29 NOV 2012 | DOI: 10.1002/anie.201206765

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The one-pot tandem reaction of N-alkyl-N-allyl-2-vinylaniline derivatives with benzo- or naphthoquinones and a ruthenium–alkylidene catalyst leads to isoindolo[2,1-a]quinolines in a variety of colors, which can be altered by exchanging the substituent on the core heterocycle (see scheme). This reaction offers a new synthetic method for π-conjugated small molecules from simple aniline derivatives.

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