Aroyl and acyl cyanides as orthogonal protecting groups or as building blocks for the synthesis of heterocycles

Mol Divers. 2019 Nov;23(4):1065-1084. doi: 10.1007/s11030-019-09915-w. Epub 2019 Jan 21.

Abstract

α-Cyanoketones represent a synthetically attractive scaffold possessing bifunctional reactivity which enabled synthesis of a diversity of products. This involves reaction of nucleophiles with electrophilic carbonyl carbon performing an efficient and regioselective way to acylation reaction, cycloaddition of activated cyano function with dipolarophiles, metal-catalyzed cross-dehydrogenative coupling carbocyanation across C-C multiple bonds as well as hydrocyanation. This review provides the recent developments in the chemistry of α-cyanoketones which will be beneficial for researchers and scientists in such field.

Keywords: CDC carbocyanation; Carbocyanation; Cycloaddition reaction; Regioselective acylation; α-Cyanoketones.

Publication types

  • Review

MeSH terms

  • Acylation
  • Cyanides / chemistry*
  • Cycloaddition Reaction
  • Heterocyclic Compounds / chemical synthesis*

Substances

  • Cyanides
  • Heterocyclic Compounds