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Full Paper
Efficient and Complementary Methods Offering Access to Synthetically Valuable 1,2-Dibromobenzenes
Article first published online: 29 NOV 2010
DOI: 10.1002/ejoc.201001217
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Diemer, V., Leroux, F. R. and Colobert, F. (2011), Efficient and Complementary Methods Offering Access to Synthetically Valuable 1,2-Dibromobenzenes. Eur. J. Org. Chem., 2011: 327–340. doi: 10.1002/ejoc.201001217
Publication History
- Issue published online: 29 DEC 2010
- Article first published online: 29 NOV 2010
- Manuscript Received: 27 AUG 2010
Funded by
- Centre National de la Recherche Scientifique (CNRS)
- Ministère de l'Education Nationale et de la Recherche
- Agence Nationale pour la Recherche. Grant Number: 07-BLAN-0292-01
Keywords:
- Halogens;
- Metalation;
- Magnesium;
- Arynes;
- Arenes;
- Cross-coupling
Abstract
1,2-Dibromobenzenes are highly valuable precursors for various organic transformations, in particular, reactions based on the intermediate formation of benzynes. This report describes short sequences for the synthesis of various derivatives based on regioselective bromination, ortho-metalation, and halogen/metal permutations. 1,2-Dibromo-3-iodobenzene (2f), 1,2-dibromo-4-iodobenzene (4c), and 2,3-dibromo-1,4-diiodobenzene (5e) act as intermediates in these syntheses.