Regioselective conversion of arenes to N-aryl-1,2,3-triazoles using C-H borylation.

Regioselective conversion of arenes to N-aryl-1,2,3-triazoles using C-H borylation.

Srinivasan, Rajavel;Coyne, Anthony G;Abell, Chris;
Chemistry (Weinheim an der Bergstrasse, Germany) 2014 Vol. 20 pp. 11680-4
433
srinivasan2014regioselectivechemistry

Abstract

A one-pot protocol for the synthesis of N-aryl 1,2,3-triazoles from arenes by an iridium-catalyzed CH borylation/copper catalyzed azidation/click sequence is described. 1 mol % of Cu(OTf)2 was found to efficiently catalyze both the azidation and the click reaction. The applicability of this method is demonstrated by the late-stage chemoselective installation of 1,2,3-triazole moiety into unactivated molecules of pharmaceutical importance.

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