Enamines and Dimethylamino Imines as Building Blocks in Heterocyclic Synthesis: Reactions of DMF-DMA Reagent with Different Functional Groups


GÜMÜŞ M. , KOCA İ.

CHEMISTRYSELECT, vol.5, no.40, pp.12377-12397, 2020 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Review
  • Volume: 5 Issue: 40
  • Publication Date: 2020
  • Doi Number: 10.1002/slct.202002205
  • Title of Journal : CHEMISTRYSELECT
  • Page Numbers: pp.12377-12397

Abstract

N,N-Dimethylformamide dimethyl acetal (DMF-DMA) reagent can react with different functional groups of organic compounds. Enamines and dimethylamino imines are obtained, when the DMF-DMA reagent is reacted with methylene, methyl and amino groups. These products are formed in the intermediate step in the synthesis of many hetero rings. These compounds are especially used as a starting material in the synthesis of heterostructures such as pyrimidine, pyridine, pyrazole, etc. Therefore, DMF-DMA has been particularly prominent as a reagent in targeted synthesis and designs of many heterocyclic compounds. Herein, the reactions of DMF-DMA reagent with different functional groups are categorized in four classes (methylene, methyl, amino, other groups) and the reactions of obtained enamine and dimethylamino imine compounds are investigated in detail such as nucleophilic addition, intramolecular cyclization or condensation reactions. The synthesis and continuation reactions of the enamine and dimethylamino imine compounds are also examined in terms of experimental conditions and reagents used.