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Volumn , Issue 29, 2007, Pages 4948-4952

A domino knoevenagel/1,6-heteroelectrocyclization sequence to access phosphono-2H-thiopyrans

Author keywords

Domino reaction; Heteroelectrocyclization; Knoevenagel reaction; Phosphonodithioester; Thiopyran

Indexed keywords


EID: 35348982310     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200700422     Document Type: Article
Times cited : (7)

References (48)
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    • 28444461530 scopus 로고    scopus 로고
    • In addition to the many patents related to the synthesis and the use of thiopyran derivatives as antibacterial agents, enzyme inhibitors, drugs or electroluminescent materials, see recent references: a M. K. J. ter Wiel, R. A. van Delden, A. Meetsma, B. L. Feringa, Org. Biomol. Chem. 2005, 3, 4071-4076;
    • In addition to the many patents related to the synthesis and the use of thiopyran derivatives as antibacterial agents, enzyme inhibitors, drugs or electroluminescent materials, see recent references: a) M. K. J. ter Wiel, R. A. van Delden, A. Meetsma, B. L. Feringa, Org. Biomol. Chem. 2005, 3, 4071-4076;
  • 32
    • 35348972014 scopus 로고    scopus 로고
    • The names (Z) isomer or (E) isomer relate to the newly created C3-C4 double bond with according to the Cahn-Ingold-Prelog rules, which give the priority to the phosphorus atom on carbon C3.
    • The names "(Z) isomer" or "(E) isomer" relate to the newly created C3-C4 double bond with according to the Cahn-Ingold-Prelog rules, which give the priority to the phosphorus atom on carbon C3.
  • 36
    • 0000248247 scopus 로고
    • b) J. Jones, Org. React. 1967, 15, 204-599;
    • (1967) Org. React , vol.15 , pp. 204-599
    • Jones, J.1
  • 38
    • 33644652968 scopus 로고    scopus 로고
    • For optimized azeotropic conditions using cyclohexane instead of benzene, see
    • For optimized azeotropic conditions using cyclohexane instead of benzene, see: N. Pichon, A. Harrison-Marchand, L. Toupet, J. Maddaluno, J. Org. Chem. 2006, 71, 1892-1901.
    • (2006) J. Org. Chem , vol.71 , pp. 1892-1901
    • Pichon, N.1    Harrison-Marchand, A.2    Toupet, L.3    Maddaluno, J.4
  • 40
    • 35348982367 scopus 로고    scopus 로고
    • Reactions were monitored by TLC until consummation of the starting material 1.
    • Reactions were monitored by TLC until consummation of the starting material 1.
  • 41
    • 0003222465 scopus 로고    scopus 로고
    • The 1,4-electrocyclic reactions of acrolein and thioacrolein have been compared and, in contrast with our observations, both substrates behave similarly, see: J. P. Snyder, J. Org. Chem. 1980, 45, 1341-1344.
    • The 1,4-electrocyclic reactions of acrolein and thioacrolein have been compared and, in contrast with our observations, both substrates behave similarly, see: J. P. Snyder, J. Org. Chem. 1980, 45, 1341-1344.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.