# Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction

## TL;DR

This paper reviews how benzothiazolines can be used to build carbon–carbon bonds through various chemical mechanisms, offering new possibilities in organic synthesis.

## Contribution

The paper highlights five distinct activation mechanisms of benzothiazolines and their innovative applications in carbon–carbon bond construction.

## Key findings

- Benzothiazolines act as versatile carbanion and radical transfer reagents in organic synthesis.
- Five distinct activation mechanisms have been identified for benzothiazolines in carbon–carbon bond formation.
- The review showcases applications in hydroalkylation, hydroacylation, and alkyl or acyl substitution.

## Abstract

Traditionally employed as hydrogenation reagents, benzothiazolines have emerged as versatile carbanion and radical transfer reagents, playing a vital role in the construction of various carbon–carbon bonds. The cutting-edge progress in photochemistry and radical chemistry have prompted the study of visible light-driven radical reactions, bringing benzothiazolines into a vibrant focus. Their chemical processes have been uncovered to encompass a variety of activation mechanisms, with five distinct modes having been identified. This work reviews the innovative applications of benzothiazolines as donors of alkyl or acyl groups, achieving hydroalkylation or hydroacylation and alkyl or acyl substitution. By examining their diverse activation mechanisms, this review highlights the potential of benzothiazolines serving as alkyl and acyl groups for further research and development. Moreover, this review will offer exemplary applications and inspiration to synthetic chemists, contributing to the ongoing evolution of benzothiazolines utility in organic synthesis.