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Volumn 58, Issue 28, 2002, Pages 5747-5754

Conformationally constrained 1,4-DHPs. A convenient route to bis-1,4-DHPs as a novel class of nitrogen compounds

Author keywords

1,4 DHP; Bis 1,4 DHP; Indolizine; Intramolecular cyclisation; Knoevenagel; Tandem; 1,3 hydrogen transfer

Indexed keywords

1,4 DIHYDROPYRIDINE DERIVATIVE; CARBENE; DIMETHYL 2 FORMYL 6 METHYL 4 THIOPHEN 2 YL 1,4 DIHYDROPYRIDINE 3,5 DICARBOXYLATE; INDOLIZINE DERIVATIVE; METHYL 5 ACETYL 2 FORMYL 6 METHYL 4 (5 NITROFURAN 2 YL) 1,4 DIHYDROPYRIDINE 3 CARBOXYLATE; METHYL 5 ACETYL 4 (5 CYANOFURAN 2 YL) 2 FORMYL 6 METHYL 1,4 DIHYDROPYRIDINE 3 CARBOXYLATE; METHYL 5 CYANO 2 FORMYL 4 (5 METHOXYCARBONYLFURAN 2 YL) 6 METHYL 1,4 DIHYDROPYRIDINE 3 CARBOXYLATE; METHYL 5 CYANO 2 FORMYL 6 METHYL 4 (5 NITROFURAN 2 YL) 1,4 DIHYDROPYRIDINE 3 CARBOXYLATE; METHYL 5 CYANO 4 (5 CYANOFURAN 2 YL) 2 FORMYL 6 METHYL 1,4 DIHYDROPYRIDINE 3 CARBOXYLATE; METHYLISOPROPYL 2 FORMYL 6 METHYL 4 (3 NITROPHENYL) 1,4 DIHYDROPYRIDINE 3,5 DICARBOXYLATE; NITROGEN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0037043178     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)00542-2     Document Type: Article
Times cited : (9)

References (26)
  • 11
    • 84992286165 scopus 로고    scopus 로고
    • note
  • 18
    • 84992276480 scopus 로고    scopus 로고
    • Using same 2-formyl-1,4-DHP precursors 2 but under basic conditions, only the formation of 3-amino-2-alkyl(aryl, alkoyl, or aroyl)indolizines were observed. See also Refs. 2,4 for this end
  • 20
    • 84992277659 scopus 로고    scopus 로고
    • The 3-aminocrotonitrile reagent constitutes an activated methylene after an enamino-imine tautomerism
  • 21
    • 84992241291 scopus 로고    scopus 로고
    • Since our first attention was focused on the bis-1,4-DHP systems, indolizines 6a-f were not systematically isolated and identified. For clarity, only indolizine 6g was isolated but its yield did not exceed 5%
  • 22
    • 84992243321 scopus 로고    scopus 로고
    • The reaction was monitored by TLC (silica gel, dichloro-methane/ethyl acetate: 9.5/0.5) and the ratios of products 6a-f and 7a-f were determined by the coupling GC-MS analyses
  • 23
    • 84992271449 scopus 로고    scopus 로고
    • Water was liberated in the medium during the Knoevenagel condensation between 2-formyl-1,4-DHPs 2 and 3-amino-crotonitrile 3c
  • 25
    • 84992269877 scopus 로고    scopus 로고
    • note


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.