Recent Progress in Fragmentation of Katritzky Salts Enabling Formation of C-C, C-B, and C-S Bonds

Top Curr Chem (Cham). 2022 May 19;380(4):25. doi: 10.1007/s41061-022-00381-x.

Abstract

Since their discovery in 1970s, Katritzky salts have emerged as one of the most important classes of building blocks for use in organic synthesis and drug discovery. These bulky pyridinium salts derived from alkylamine can readily generate alkyl radical and undergo a variety of organic transformation reactions such as alkylation, arylation, alkenylation, alkynylation, carbonylation, sulfonylation, and borylation. Through these transformations, complexed molecules bearing new C-C, C-B, or C-S bonds can be constructed in easy ways and in simple steps. This review aims to summarize recent advances in these versatile building blocks in well-classified categories. Representative examples and their reaction mechanisms are discussed. The hope is to provide the scientific community with convenient access to collective information and accelerate further research.

Keywords: Alkyl radical; Amine; Cross-coupling; C–N bond; Katritzky salts.

Publication types

  • Review

MeSH terms

  • Alkylation
  • Catalysis
  • Salts* / chemistry

Substances

  • Salts