Metal Mediated Synthesis of 2‐thiazolines: Access to Regio‐ and StereoselectiveN,S‐heterocycles

Abstract

2-thiazolines are very important structural motifs in pharmaceuticals, agrochemicals and in chemistry. Due to their extensive applications, synthesis of these molecules has been investigated widely in recent years. Despite the progress in these areas, the development of efficient methodologies to synthesize such type of molecules, avoiding the use of relatively expensive and/or toxic reagents, harsh reaction conditions and low yields of products, are in high demand. Transition-metal catalysts played significant roles to meet these challenges in past few decades to synthesize stereochemically important N-heterocycles. This mini review focuses on the metal mediated synthetic strategies and challenges of 2thiazolines. It was found that most of these protocols involved the formation of both CÀ N and CÀ S bonds and the major challenges were the stereochemistry at C-4 position and C(2)exomethine position. Moreover, the development of asymmetric processes was completely overlooked. Here, the reaction scopes, limitations, mechanistic overview and future prospects are also discussed.

Reagent‐Controlled Chemodivergent Approach to Thiazolines and Thiazines from α‐N‐Hydroxyimino Dithioesters

“…[3] Several approaches have been described for the syntheses of thiazolines and thiazines involving multiple synthons and harsh reaction conditions. [4,5] However, the mild and sustainable methods for obtaining thiazolines and thiazines are still limited. To this end, the design and development of multifunctional molecules has always been thought-provoking to synthetic organic chemists.…”