Doubly Regioselective C-H Hydroarylation of Unsymmetrical Alkynes Using Carboxylates as Deciduous Directing Groups

作者:Biafora Agostino; Khan Bilal A; Bahri Janet; Hewer Joachim M; Goossen Lukas J
来源:Organic Letters, 2017, 19(5): 1232-1235.
DOI:10.1021/acs.orglett.7b00300

摘要

A catalyst system composed of [(C6Me6)RuCl2](2), potassium carbonate/guanidine carbonate, and mesitoic acid efficiently promotes the doubly regioselective C-H hydroarylation of unsymmetrical alkynes. The process involves carboxylate-directed ortho-C-H bond activation followed by regioselective addition to the alkyne C-C triple bond with concerted decarboxylation. This action of the carboxylate as a deciduous directing group ensures exclusive monovinylation with high selectivity for the (E)-1,2-diarylalkene.

  • 出版日期2017-3-3