Metal‐Free Tunable 1,2‐Difunctionalization of Terminal Alkynes: Synthesis of β‐Substituted α,β‐Unsaturated Ketones

Author:

Bhat Muneer‐Ul‐Shafi12,Ganie Majid Ahmad12,Shah Bhahwal Ali12ORCID

Affiliation:

1. Natural Product and Medicinal Chemistry Division Indian Institute of Integrative Medicine (CSIR-IIIM) Jammu 180001 India

2. Academy of Scientific and Innovative Research (AcSIR) Ghaziabad 20002 India

Abstract

AbstractA metal‐free tunable 1,2‐difunctionalization of the terminal alkynes showcasing a tandem installation of C−C and C−S bonds has been developed. The key enabling factor for the approach is the use of acetic acid as an acyl source to synthesize β‐substituted α,β‐unsaturated ketones. The reaction at room temperature leads to the regioselective acylation at the terminal carbon of alkynes, whereas at −78 °C, the acylation occurs at the more substituted carbon.

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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