OPTIMIZATION AND MECHANISTIC STUDIES OF FACILE DEBROMINATION OF VINYL BROMIDES WITH VICINAL SUBSTITUTED AMINO GROUP RESIDUES

Document Type : Original Article

Authors

1 Department of Medicinal Chemistry, Faculty of Pharmacy, Zagazig University, Egypt

2 Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Zagazig University, Zagazig, Egypt

Abstract

Debromination of α- bromoketones can be conducted easily. However, debromination of vinyl bromides is extremely difficult and requires vigorous conditions. This study describes the optimum conditions for the facile debromination of vinyl bromides. A plausible mechanism for the easy debromination is proposed. Also, attempted application of ring contraction of 2-bromocyclohexanediones using Favorskii conditions was unsuccessful.