Decarboxylative Alkynylation

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2017 Jun 22

PMID 28636185

Citations 41

Authors

Joel M Smith

Tian Qin

Rohan R Merchant

Jacob T Edwards

Lara R Malins

Zhiqing Liu

Guanda Che

Zichao Shen

Scott A Shaw

Martin D Eastgate

Phil S Baran

Affiliations

Soon will be listed here.

Abstract

The development of a new decarboxylative cross-coupling method that affords terminal and substituted alkynes from various carboxylic acids is described using both nickel- and iron-based catalysts. The use of N-hydroxytetrachlorophthalimide (TCNHPI) esters is crucial to the success of the transformation, and the reaction is amenable to in situ carboxylic acid activation. Additionally, an inexpensive, commercially available alkyne source is employed in this formal homologation process that serves as a surrogate for other well-established alkyne syntheses. The reaction is operationally simple and broad in scope while providing succinct and scalable avenues to previously reported synthetic intermediates.

Citing Articles

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