Gold(I)‐Catalyzed Regioselective Synthesis of Indenylidene Derivatives via 1,5‐Acryl Migration

Author:

Karunakar Galla V.12ORCID,Bharath Kumar Perla12,Rami Reddy Pammi Venkata12,Sunil Komalla12,Emmaniel Raju Chittala12,Sridhar Balasubramanian3

Affiliation:

1. Fluoro Agrochemicals Department CSIR-Indian Institute of Chemical Technology 500007 Hyderabad India

2. Academy of Scientific and Innovative Research 201002 Ghaziabad India

3. Centre for X-ray Crystallography CSIR-Indian Institute of Chemical Technology 500007 Hyderabad India

Abstract

AbstractA novel gold (I)‐catalyzed synthetic strategy has been achieved for an efficient construction of indenylidene derivatives from substituted 1,6‐diynes. This reaction describes the unique reactivity of gold catalysis in facilitating the intramolecular [3,3]‐sigmatropic rearrangement, 5‐exo dig cyclization followed by 1,5‐migration of acryl group, resulting in the formation of substituted indenylidenes. Various substituted indenylidenes were successfully synthesized with up to 92 % yields. In this protocol, two new C−C bonds were sequentially formed atom economically in one pot.

Funder

Dipartimento di Scienze e Tecnologie, Università degli Studi del Sannio

Publisher

Wiley

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