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Volumn 68, Issue 3, 2012, Pages 807-812

Regioselective conversion of alkynes to 4-substituted and 3,4-disubstituted isoxazoles using titanium-catalyzed multicomponent coupling reactions

Author keywords

Alkyne; Heterocycles; Isoxazoles; Multicomponent coupling; Titanium

Indexed keywords

3 [3 (TERT BUTYLDIMETHYLSILYLOXY)PROPYL] 4 PHENYLISOXAZOLE; 3 METHYL 4 PHENYLISOXAZOLE; 3,4 DIPHENYLISOXAZOLE; 4 (1 BENZYL 1H INDOL 3 YL)ISOXAZOLE; 4 (4 BROMOPHENYL)ISOXAZOLE; 4 (4 METHOXYPHENYL)ISOXAZOLE; 4 (CYCLOHEX 1 ENYL)ISOXAZOLE; 4 (ISOXAZOL 4 YL) N,N DIPHENYLANILINE; 4 [4 (BENZYLOXY)PHENYL]ISOXAZOLE; 4 P TOLYLISOXAZOLE; 4 PHENYLISOXAZOLE; ALKYNE DERIVATIVE; HYDROXYLAMINE; ISOXAZOLE DERIVATIVE; TITANIUM; UNCLASSIFIED DRUG;

EID: 83555166200     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2011.11.043     Document Type: Article
Times cited : (30)

References (37)
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    • 4 quench, where not successful with the somewhat different 1,3-diimines available using the titanium-catalyzed multicomponent coupling chemistry discussed here
    • 4 quench, where not successful with the somewhat different 1,3-diimines available using the titanium-catalyzed multicomponent coupling chemistry discussed here
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    • For discussions of mechanism in related titanium-catalyzed multicomponent couplings see
    • For discussions of mechanism in related titanium-catalyzed multicomponent couplings see S. Banerjee, and A.L. Odom Organometallics 25 2006 3099
    • (2006) Organometallics , vol.25 , pp. 3099
    • Banerjee, S.1    Odom, A.L.2
  • 24
    • 83555172153 scopus 로고    scopus 로고
    • One possible side reaction is the oligomerization of the alkyne, which has been observed in some titanium catalysts, although not directly reported for 1 or 2. We typically employ the milder dpma-based catalyst 2 for terminal alkynes Y. Shi, J.T. Ciszewski, and A.L. Odom Organometallics 2001 3767
    • (2001) Organometallics , pp. 3767
    • Shi, Y.1    Ciszewski, J.T.2    Odom, A.L.3
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    • 0009742583 scopus 로고
    • Caution, nitrile oxides are unstable and sometimes explosive. For a review see
    • A. Hosomi, H. Shoji, and H. Sakurai Chem. Lett. 1985 1049 Caution, nitrile oxides are unstable and sometimes explosive. For a review see
    • (1985) Chem. Lett. , pp. 1049
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  • 32
    • 2742612282 scopus 로고
    • For an alternative synthesis involving reduction of the 5-chloroisoxazole see
    • For an alternative synthesis involving reduction of the 5-chloroisoxazole see F. Ponticelli, and P. Tedeschi Synthesis 1985 792
    • (1985) Synthesis , pp. 792
    • Ponticelli, F.1    Tedeschi, P.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.