Carboxylic acid-assisted sterically demanding reductive cross-coupling between cycloalkenyl and alkyl bromides?

Organic Chemistry Frontiers Pub Date: 2023-03-10 DOI: 10.1039/D3QO00155E

Abstract

A nickel-catalysed reductive cross-coupling reaction between 2-bromo cycloalkenyl carboxylic acids and alkyl bromides has been developed, affording all-carbon tetrasubstituted cycloalkenes in moderate to excellent yields up to 92%. Mechanistic studies indicated that the carboxylic acid group plays an important assisting role in this sterically demanding coupling reaction.

Graphical abstract: Carboxylic acid-assisted sterically demanding reductive cross-coupling between cycloalkenyl and alkyl bromides
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