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Volumn 9, Issue 26, 2007, Pages 5421-5424

Base-promoted reactions of dichlorocarbene adducts of cyclic enamines: A new route to annulated pyrroles

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EID: 38349137465     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol7021774     Document Type: Article
Times cited : (16)

References (45)
  • 2
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    • For useful points of entry into the literature detailing new methods for the synthesis of pyrroles, their biogenesis, and their chemical manipulation, see: a
    • For useful points of entry into the literature detailing new methods for the synthesis of pyrroles, their biogenesis, and their chemical manipulation, see: (a) Reisser, M.; Maas, G. J. Org. Chem. 2004, 69, 4913.
    • (2004) J. Org. Chem , vol.69 , pp. 4913
    • Reisser, M.1    Maas, G.2
  • 18
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    • This work was undertaken as part of a program within our group to exploit gem-dihalogenocyclopropanes as building blocks for chemical synthesis. For representative publications, see: (a) Banwell, M. G, Gable, R. W, Peters, S. C, Phyland, J. R. J. Chem. Soc, Chem. Commun. 1995, 1395
    • This work was undertaken as part of a program within our group to exploit gem-dihalogenocyclopropanes as building blocks for chemical synthesis. For representative publications, see: (a) Banwell, M. G.; Gable, R. W.; Peters, S. C.; Phyland, J. R. J. Chem. Soc., Chem. Commun. 1995, 1395.
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    • See reference 2b
    • (i) See reference 2b.
  • 27
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    • See reference 1
    • (j) See reference 1.
  • 29
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    • Banwell, M. G.; Phillis, A. T.; Willis, A. G Org. Lett. 2006, 8, 5341. For a review of certain aspects of our work in this area, see reference 2c.
    • (l) Banwell, M. G.; Phillis, A. T.; Willis, A. G Org. Lett. 2006, 8, 5341. For a review of certain aspects of our work in this area, see reference 2c.
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    • 0002054187 scopus 로고
    • 4659. For a discussion of the methods available for the generation of dihalogenocarbenes, see
    • (a) Ma̧kosza, M.; Wawrzyniewicz, M. Tetrahedron Lett. 1969, 4659. For a discussion of the methods available for the generation of dihalogenocarbenes, see:
    • (1969) Tetrahedron Lett
    • Ma̧kosza, M.1    Wawrzyniewicz, M.2
  • 33
    • 38349169774 scopus 로고    scopus 로고
    • Details of the single-crystal X-ray analyses carried out as part of this study are provided in Supporting Information
    • Details of the single-crystal X-ray analyses carried out as part of this study are provided in Supporting Information.
  • 36
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    • For an example of a related conversion, see
    • For an example of a related conversion, see: Marquis, E. T.; Gardner, P. D. Tetrahedron Lett. 1966, 2793.
    • (1966) Tetrahedron Lett , pp. 2793
    • Marquis, E.T.1    Gardner, P.D.2
  • 38
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    • For useful reviews on the biological properties and synthesis of the lamellarins, see: a
    • For useful reviews on the biological properties and synthesis of the lamellarins, see: (a) Bailly, C. Curr. Med. Chem.: Anti-Cancer Agents 2004, 4, 363.
    • (2004) Curr. Med. Chem.: Anti-Cancer Agents , vol.4 , pp. 363
    • Bailly, C.1
  • 41
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    • These types of ring-fused cyclopropenes are readily trapped in Diels, Alder cycloaddition reactions. For example, see: Banwell, M. G, Corbett, M, Gulbis, J, Mackay, M. F, Reum, M. E. J. Chem. Soc, Perkin Trans. 1 1993, 945
    • These types of ring-fused cyclopropenes are readily trapped in Diels - Alder cycloaddition reactions. For example, see: Banwell, M. G.; Corbett, M.; Gulbis, J.; Mackay, M. F.; Reum, M. E. J. Chem. Soc., Perkin Trans. 1 1993, 945.
  • 42
    • 0038640109 scopus 로고    scopus 로고
    • For a review on thermally-induced cyclopropene to carbene rearrangements, see
    • For a review on thermally-induced cyclopropene to carbene rearrangements, see: Baird, M. S. Chem. Rev. 2003, 103, 1271.
    • (2003) Chem. Rev , vol.103 , pp. 1271
    • Baird, M.S.1
  • 43
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    • For a related pathway that has been proposed to account for the formation of an annulated furan, see
    • For a related pathway that has been proposed to account for the formation of an annulated furan, see: Mueller, P.; Pautex, N. Helv. Chim. Acta 1988, 71, 1630.
    • (1988) Helv. Chim. Acta , vol.71 , pp. 1630
    • Mueller, P.1    Pautex, N.2
  • 44
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    • These types of ring-closures are well documented. For a review, see
    • These types of ring-closures are well documented. For a review, see: Huisgen, R. Angew. Chem., Int. Ed. Engl. 1980, 19, 947.
    • (1980) Angew. Chem., Int. Ed. Engl , vol.19 , pp. 947
    • Huisgen, R.1
  • 45
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    • CCDC numbers 652972-652977.
    • CCDC numbers 652972-652977.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.