Decarboxylative Allylation of Amino Alkanoic Acids and Esters via Dual Catalysis

作者:Lang Simon B; O'Nele Kathryn M; Tunge Jon A*
来源:Journal of the American Chemical Society, 2014, 136(39): 13606-13609.
DOI:10.1021/ja508317j

摘要

A combination of photoredox and palladium catalysis has been employed to facilitate the room temperature decarboxylative allylation of recalcitrant alpha-amino and phenylacetic allyl esters. This operationally simple process produces CO2 as the only byproduct and provides direct access to allylated alkanes. After photochemical oxidation, the carboxylate undergoes radical decarboxylation to site-specifically generate radical intermediates which undergo allylation. A radical dual catalysis mechanism is proposed. Free phenylacetic acids were also allylated utilizing similar reactions conditions.

  • 出版日期2014-10-1