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Volumn 44, Issue 34, 2003, Pages 6513-6517

A facile and efficient one-pot synthesis of thiochromans from bis(2-formylphenyl) disulfide and alkenols via iodine-promoted generation and subsequent intramolecular cycloaddition of ortho-thiobenzoquinone methides

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; BENZOQUINONE DERIVATIVE; BIS(2 FORMYLPHENYL)DISULFIDE; DISULFIDE; IODINE; TETRAHYDROFURO[3,2 C]BENZOTHIOPYRAN; TETRAHYDROPYRANO[3,2 C]BENZOTHIOPYRAN; THIOCHROMAN DERIVATIVE; THIOPYRAN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0042698373     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01510-7     Document Type: Article
Times cited : (24)

References (42)
  • 1
    • 1542400198 scopus 로고
    • A.J. Boulton, & A. McKillop. Oxford: Pergamon Press
    • Ingal A.H. Boulton A.J., McKillop A. Comprehensive Heterocyclic Chemistry. 3:1984;885-942 Pergamon Press, Oxford.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.3 , pp. 885-942
    • Ingal, A.H.1
  • 34
    • 85031134958 scopus 로고    scopus 로고
    • 18
    • 18.
  • 35
    • 85031131285 scopus 로고    scopus 로고
    • 20OS: C, 72.53: H, 8.12. Found: C, 72.34; H, 8.15%.
    • 20OS: C, 72.53: H, 8.12. Found: C, 72.34; H, 8.15%.
  • 37
    • 85031136007 scopus 로고    scopus 로고
    • 16 can be a key transient intermediate in this process. The semi-empirical MO calculations of (o-formylphenyl)sulfenyl iodides, o-thiobenzoquinone methide and disulfide 7 (Keyword: AM1, EF, PRECISE) and the transition state of intramolecular [4+2]cycloaddition of o-thiobenzoquinone methide (Keyword: AM1, TS, PRECISE) were performed using a WinMOPAC version 3.0 program. Details as well as further investigation of this process including its intermolecular cycloaddition variant will be reported in due course.
    • 16 can be a key transient intermediate in this process. The semi-empirical MO calculations of (o-formylphenyl)sulfenyl iodides, o-thiobenzoquinone methide and disulfide 7 (Keyword: AM1, EF, PRECISE) and the transition state of intramolecular [4+2]cycloaddition of o-thiobenzoquinone methide (Keyword: AM1, TS, PRECISE) were performed using a WinMOPAC version 3.0 program. Details as well as further investigation of this process including its intermolecular cycloaddition variant will be reported in due course.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.