Expedient Iron-Catalyzed C-H Allylation/Alkylation by Triazole Assistance with Ample Scope

Angew Chem Int Ed Engl. 2016 Jan 22;55(4):1484-8. doi: 10.1002/anie.201509603. Epub 2015 Dec 11.

Abstract

Triazole assistance set the stage for a unified strategy for the iron-catalyzed C-H allylation of arenes, heteroarenes, and alkenes with ample scope. The versatile catalyst also proved competent for site-selective methylation, benzylation, and alkylation with challenging primary and secondary halides. Triazole-assisted C-H activation proceeded chemo-, site-, and diastereo-selectively, and the modular TAM directing group was readily removed in a traceless fashion under exceedingly mild reaction conditions.

Keywords: C−H activation; alkylation; allylation; iron; triazoles.

Publication types

  • Research Support, Non-U.S. Gov't