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Volumn 13, Issue 13, 2011, Pages 3324-3327

Atom-economical chemoselective synthesis of 1,4-diynes and polysubstituted furans/pyrroles from propargyl alcohols and terminal alkynes

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EID: 79959732251     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol201054z     Document Type: Article
Times cited : (84)

References (40)
  • 1
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    • For representative examples on furan syntheses, see
    • For representative examples on furan syntheses, see: Kang, J. Y.; Connell, B. T. J. Org. Chem. 2011, 76, 2379
    • (2011) J. Org. Chem. , vol.76 , pp. 2379
    • Kang, J.Y.1    Connell, B.T.2
  • 19
    • 79959796182 scopus 로고    scopus 로고
    • For representative examples on pyrrole syntheses, see:;; J. Am. Chem. Soc. 2011, 133, 740
    • Li, W.; Zhang, J. Chem. Commun. 2011, 47, 809 For representative examples on pyrrole syntheses, see: Trost, B. M.; Lumb, J.-P.; Azzarelli, J. M. J. Am. Chem. Soc. 2011, 133, 740
    • (2011) Chem. Commun. , vol.47 , pp. 809
    • Li, W.1    Zhang, J.2    Trost, B.M.3    Lumb, J.-P.4    Azzarelli, J.M.5
  • 32
    • 66149109902 scopus 로고    scopus 로고
    • The catalytic nucleophilic attack of terminal alkynes to unsaturated electrophiles (C=O, C=N, and C≡N bonds) has been largely developed; see
    • The catalytic nucleophilic attack of terminal alkynes to unsaturated electrophiles (C=O, C=N, and C≡N bonds) has been largely developed; see: Trost, B. M.; Weiss, A. H. Adv. Synth. Catal. 2009, 351, 963
    • (2009) Adv. Synth. Catal. , vol.351 , pp. 963
    • Trost, B.M.1    Weiss, A.H.2
  • 37
    • 76149087813 scopus 로고    scopus 로고
    • The nucleophilic attack of a terminal alkyne to a cabocation to afford a vinyl cation has also been reported, see:;; Adv. Synth. Catal. 2009, 351, 371
    • Han, J.; Xu, B.; Hammond, G. B. J. Am. Chem. Soc. 2010, 132, 916 The nucleophilic attack of a terminal alkyne to a cabocation to afford a vinyl cation has also been reported, see: Liu, Z.; Wang, J.; Zhao, Y.; Zhou, B. Adv. Synth. Catal. 2009, 351, 371
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 916
    • Han, J.1    Xu, B.2    Hammond, G.B.3    Liu, Z.4    Wang, J.5    Zhao, Y.6    Zhou, B.7
  • 38
    • 79959720323 scopus 로고    scopus 로고
    • When 1/1 mixed acetonitrile/toluene was used as the solvent, the reaction proceeded with low selectivity (3a / 4a / 5a = 43%/12%/18%).
    • When 1/1 mixed acetonitrile/toluene was used as the solvent, the reaction proceeded with low selectivity (3a / 4a / 5a = 43%/12%/18%).
  • 40
    • 79959745973 scopus 로고    scopus 로고
    • 2, the reactions provided pyrroles 7 in low yields.
    • 2, the reactions provided pyrroles 7 in low yields.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.