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Volumn 10, Issue 9, 2008, Pages 1743-1745

Rhodium-catalyzed borylative cyclization of 2-alkynylaryl isocyanates with bis(pinacolato)diboron

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EID: 48249137586     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol800380t     Document Type: Article
Times cited : (44)

References (49)
  • 5
  • 11
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    • Simple alkenes
    • Simple alkenes:
  • 22
    • 33847276112 scopus 로고    scopus 로고
    • For Pd(0)-catalyzed borylative cyclization of 1,6-enynes with bis(pinacolato)diboron, see: Macro-Martínez, J.; López-Carrillo, V.; Buñuel, E.; Simancas, R.; Cárdenas, D. J. J. Am. Chem. Soc. 2007, 129, 1874.
    • For Pd(0)-catalyzed borylative cyclization of 1,6-enynes with bis(pinacolato)diboron, see: Macro-Martínez, J.; López-Carrillo, V.; Buñuel, E.; Simancas, R.; Cárdenas, D. J. J. Am. Chem. Soc. 2007, 129, 1874.
  • 23
    • 58149195599 scopus 로고    scopus 로고
    • For borylative cyclization reactions with other boron reagents than diboron compounds, see
    • For borylative cyclization reactions with other boron reagents than diboron compounds, see:
  • 29
    • 58149183059 scopus 로고    scopus 로고
    • For recent examples of the synthesis of 3-alkylideneoxindoles with catalysis of transition metals, see
    • For recent examples of the synthesis of 3-alkylideneoxindoles with catalysis of transition metals, see:
  • 36
    • 58149184498 scopus 로고    scopus 로고
    • For oxindoles as synthetic intermediates in total synthesis, see
    • For oxindoles as synthetic intermediates in total synthesis, see:
  • 39
    • 58149183058 scopus 로고    scopus 로고
    • For biological evaluations of 3-alkylideneoxindoles, see
    • For biological evaluations of 3-alkylideneoxindoles, see:
  • 42
    • 58149185902 scopus 로고    scopus 로고
    • The stereochemistry of the exocyclic double bond was assigned by a difference nOe study
    • The stereochemistry of the exocyclic double bond was assigned by a difference nOe study.
  • 43
    • 58149198388 scopus 로고    scopus 로고
    • The results with other catalysts (NMR yield/, Rh(cod) 2]BF4(36, Rh(cod)2]PF6 (35, Rh(cod)2]C104 (60, Rh(cod)2]BARF(45, Rh(cod)(MeCN)2]SbF6 (56, Rh(bpy)(cod)]SbF6 (trace, Ir(cod)2]BARF (8, Ir(cod)(MeCN)2]BARF 7
    • 2]BARF (8%), [Ir(cod)(MeCN)2]BARF (7%).
  • 44
    • 58149201749 scopus 로고    scopus 로고
    • The borylated products 3 could be further purified by recrystallization. See the Supporting Information for details.
    • The borylated products 3 could be further purified by recrystallization. See the Supporting Information for details.
  • 45
    • 58149198389 scopus 로고    scopus 로고
    • A related rhodacycle intermediate is assumed for the Rh(I)-catalyzed Pauson-Khand-type reaction of 2-alkynylaryl isothiocyanates: Saito, T.; Nihei, H.; Otani, T.; Suyama, T.; Furukawa, N.; Saito, M. Chem. Commun. 2008, 172.
    • A related rhodacycle intermediate is assumed for the Rh(I)-catalyzed Pauson-Khand-type reaction of 2-alkynylaryl isothiocyanates: Saito, T.; Nihei, H.; Otani, T.; Suyama, T.; Furukawa, N.; Saito, M. Chem. Commun. 2008, 172.
  • 47
    • 58149200326 scopus 로고    scopus 로고
    • Although the reaction in DCE-d4 was monitored by 1H NMR, no possible intermediate was detected
    • 1H NMR, no possible intermediate was detected.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.