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Volumn 41, Issue 30, 2000, Pages 5637-5641

A novel base-induced cyclization of selected benzyl alkynyl sulfides for the synthesis of 2-aryl-2,3-dihydrothiophenes

Author keywords

[No Author keywords available]

Indexed keywords

2 ARYL 2,3 DIHYDROTHIOPHENE; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0034702559     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00916-3     Document Type: Article
Times cited : (18)

References (29)
  • 2
    • 85037957339 scopus 로고
    • (b) Bird, C. W., Ed. Katritzky, A. R.; Rees, C. W.; Scriven, E. F., Series Eds. Pergamon: Oxford Chapter 2.12.
    • (b) Press, J. B.; Russel, R. K.; Christiaens, L. E. E. In Comprehensive Heterocyclic Chemistry II, Vol. 2.; Bird, C. W., Ed. Katritzky, A. R.; Rees, C. W.; Scriven, E. F., Series Eds. Pergamon: Oxford, 1986; Chapter 2.12.
    • (1986) In Comprehensive Heterocyclic Chemistry II , vol.2
    • Press, J.B.1    Russel, R.K.2    Christiaens, L.E.E.3
  • 3
    • 85037965409 scopus 로고    scopus 로고
    • in Ref. 1b, Chapt. 2.11.
    • Nakayama, J. in Ref. 1b, Chapt. 2.11.
    • Nakayama, J.1
  • 18
    • 85037952739 scopus 로고    scopus 로고
    • Note
    • 9BrS: C, 49.81; H, 3.76. Found: C, 49.79; H, 3.88.
  • 19
    • 85037955107 scopus 로고    scopus 로고
    • Note
    • 1H NMR splitting pattern, already established for isolated products 2a-c, i-k. In one instance, the crude mixture containing 1e and 2e was oxidized (MCPBA) and the resulting S,S-dioxide of 2e was isolated and fully characterized.
  • 22
    • 85037954979 scopus 로고    scopus 로고
    • The proposed mechanism(s) suggests that allenyl sulfides 3 and propargyl sulfides 4 should also be starting materials for the cyclization. Indeed upon exposure of 3a and 4a to the standard conditions, 2a was obtained in 43 and 38% yields, respectively.
    • The proposed mechanism(s) suggests that allenyl sulfides 3 and propargyl sulfides 4 should also be starting materials for the cyclization. Indeed upon exposure of 3a and 4a to the standard conditions, 2a was obtained in 43 and 38% yields, respectively.
  • 23
    • 85037958736 scopus 로고    scopus 로고
    • + from the reaction environs.
    • + from the reaction environs.
  • 26
    • 12044250766 scopus 로고
    • (c) We thank Prof. Brummond for bringing this reference to our attention
    • (c) Funk, R.; Bolton, G.; Brummond, K.; Ellestad, K.; Stallman, J. J. Am. Chem. Soc. 1993, 115, 7023-7024. We thank Prof. Brummond for bringing this reference to our attention.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 7023-7024
    • Funk, R.1    Bolton, G.2    Brummond, K.3    Ellestad, K.4    Stallman, J.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.