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Direct β- and γ-C(sp3)–H Alkynylation of Free Carboxylic Acids

preprint
submitted on 06.08.2020 and posted on 07.08.2020 by Francesca Ghiringhelli, Manuel van Gemmeren
In this study we report the identification of a novel class of ligands for palladium-catalyzed C(sp3)–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 α-quaternary and challenging α-non-quaternary can be used as substrates. Additionally, the alkynylation in the distal γ-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.

Funding

Emmy Noether Programm

Studienstiftung des deutschen Volkes

WWU Münster

History

Email Address of Submitting Author

mvangemmeren@uni-muenster.de

Institution

Westfälische Wilhelms-Universität Münster

Country

Germany

ORCID For Submitting Author

0000-0003-3080-3579

Declaration of Conflict of Interest

No conflict of interests

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