Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 51, Pages 23127-23131Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202010784
Keywords
Alkynylation; Carboxylic acids; C-H activation; Ligand-enabled catalysis; Palladium
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Funding
- DFG (Funding through the Emmy Noether Programme)
- Studienstiftung des deutschen Volkes
- WWU Munster
- Projekt DEAL
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In this study we report the identification of a novel class of ligands for palladium-catalyzed C(sp(3))-H activation that enables the direct alkynylation of free carboxylic acid substrates. In contrast to previous synthetic methods, no introduction/removal of an exogenous directing group is required. A broad scope of acids including both alpha-quaternary and challenging alpha-non-quaternary can be used as substrates. Additionally, the alkynylation in the distal gamma-position is reported. Finally, this study encompasses preliminary findings on an enantioselective variant of the title transformation as well as synthetic applications of the products obtained.
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