%0 Journal Article %J Organic Letters %D 2020 %T Gold-catalyzed alkynylative meyer-schuster rearrangement %A Banerjee, Somsuvra %A Ambegave, Shivhar B. %A Mule, Ravindra D. %A Senthilkumar, Beeran %A Patil, Nitin T. %X

By applying the ``interplay'' mode, which consolidates two key reactivity modes of gold catalysis, namely pi-activation mode and cross-coupling mode, the first alkynylative Meyer-Schuster rearrangement is designed and successfully implemented. The current protocol gives straightforward access to enynones, a highly valuable building block, from easily available propargyl alcohol feedstocks. Control experiments suggest an Au(III) catalyst triggers the Meyer-Schuster rearrangement, whereas monitoring the reaction with ESI-HRMS provided strong evidence in favor of a key alkynylgold(III) intermediate which supports the proposed ``interplay'' scenario.

%B Organic Letters %V 22 %P 4792-4796 %8 JUN %G eng %N 12 %9 Article %3

Foreign

%4

6.091

%R 10.1021/acs.orglett.0c01596