Synthesis of 2‐Alkynoates by Palladium(II)‐Catalyzed Oxidative Carbonylation of Terminal Alkynes and Alcohols. Issue 34 (19th July 2016)

• Record Type: Journal Article
• Authors: Cao, Qun; Hughes, N. Louise; Muldoon, Mark J.
• Is Part Of: Chemistry. Volume 22:Issue 34(2016)
• Page Start: 11982
• Page End: 11985
• Publication Date: 2016-07-19
• Subjects: alkynes -- carbonylation -- homogeneous catalysis -- oxidation -- palladium; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201602558
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: A homogeneous Pd II catalyst, utilizing a simple and inexpensive amine ligand (TMEDA), allows 2‐alkynoates to be prepared in high yields by an oxidative carbonylation of terminal alkynes and alcohols. The catalyst system overcomes many of the limitations of previous palladium carbonylation catalysts. It has an increased substrate scope, avoids large excesses of alcohol substrate and uses a desirable solvent. The catalyst employs oxygen as the terminal oxidant and can be operated under safer gas mixtures. Abstract : Only sky is the limit ! An efficient and scalable oxidative carbonylation method for the synthesis of 2‐alkynoates from terminal alkynes and alcohols, using a homogeneous Pd II catalyst, has been developed. Compared to other carbonylations, this system has a significantly increased substrate scope and avoids large excesses of substrate or high catalyst loadings.