Issue 16, 2025

Catalyst and transition-metal free 1,6-conjugate addition of azobisisobutyronitrile: access to isobutyronitrile containing diarylmethanes

Abstract

A catalyst and transition-metal free 1,6-conjugate addition of azobisisobutyronitrile to para-quinone methides for the synthesis of isobutyronitrile containing diarylmethanes has been achieved. This protocol enables the synthesis of isobutyronitrile containing diarylmethanes in good yields and with a broad substrate scope. This is the first example wherein azobisisobutyronitrile has been used as a cyanide source for 1,6-conjugate addition under catalyst and metal-free conditions.

Graphical abstract: Catalyst and transition-metal free 1,6-conjugate addition of azobisisobutyronitrile: access to isobutyronitrile containing diarylmethanes

Supplementary files

Article information

Article type
Paper
Submitted
04 Jan 2025
Accepted
24 Mar 2025
First published
25 Mar 2025

Org. Biomol. Chem., 2025,23, 3956-3966

Catalyst and transition-metal free 1,6-conjugate addition of azobisisobutyronitrile: access to isobutyronitrile containing diarylmethanes

A. G. Mamale, B. M. Ghodake, R. G. Gonnade and A. K. Bhattacharya, Org. Biomol. Chem., 2025, 23, 3956 DOI: 10.1039/D5OB00012B

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