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

GÜMÜŞ M., KOCA İ.

CHEMISTRYSELECT, cilt.5, sa.40, ss.12377-12397, 2020 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Derleme
  • Cilt numarası: 5 Sayı: 40
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1002/slct.202002205
  • Dergi Adı: CHEMISTRYSELECT
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier
  • Sayfa Sayıları: ss.12377-12397
  • Anahtar Kelimeler: Dimethylamino imine, DMF-DMA, Enamine, Isoxazole, Pyrazole, Pyridine, Pyrimidine, ANTIMICROBIAL ACTIVITY, IN-VITRO, REGIOSELECTIVE SYNTHESIS, INHIBITORY-ACTIVITY, ANTITUMOR-ACTIVITY, ANTI-HCV, DERIVATIVES, PYRAZOLE, DESIGN, ACID
  • Yozgat Bozok Üniversitesi Adresli: Evet

Özet

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.