Propargyl Alcohols as One-Carbon Synthons: Redox-Neutral Rhodium(III)-Catalyzed C-H Bond Activation for the Synthesis of Isoindolinones Bearing a Quaternary Carbon

Org Lett. 2017 Mar 17;19(6):1294-1297. doi: 10.1021/acs.orglett.7b00089. Epub 2017 Feb 28.

Abstract

Herein, rhodium(III)-catalyzed C-H activation/subsequent [4 + 1] cyclization reactions between benzamides and propargyl alcohols are reported in which propargyl alcohols serve as unusual one-carbon units. This title transformation led to a series of isoindolinones bearing a quaternary carbon with moderate to good yields without the requirement for external metal oxidants. Due to the mild and simple reaction conditions, this reaction is compatible with various functional groups.

Publication types

  • Research Support, Non-U.S. Gov't