Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 39, Pages 10457-10461Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201405204
Keywords
cross-coupling; difluoropropargyl bromides; fluorine; organoboron reagents; palladium
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Funding
- National Basic Research Program of China (973 Program) [2012CB821600]
- NSFC [21172242, 21332010]
- SIOC
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gem-Difluoropropargyl bromides are versatile intermediates in organic synthesis, but have rarely been employed in transition-metal-catalyzed cross-coupling reactions. The first palladium-catalyzed gem-difluoropropargylation of organoboron reagents with gem-difluoropropargyl bromides is now reported. The reaction proceeds under mild reaction conditions with high regioselectivity; it features a broad substrate scope and excellent functional-group compatibility and thus provides an attractive approach for the synthesis of complex fluorinated molecules, in particular for drug discovery and development.
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