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Volumn , Issue 19, 2009, Pages 3147-3150

Palladium-catalyzed double cross-coupling reaction of vic-diborylalkenes and -arenes with vic-bromo(bromomethyl)arenes

Author keywords

Annulations; Arenes; Boron; Bromine; Cross coupling

Indexed keywords

ALKENE DERIVATIVE; BROMO(BROMOMETHYL)ARENE DERIVATIVE; DIBORYLAKENE DERIVATIVE; DIBORYLARENE DERIVATIVE; INDENE DERIVATIVE; PALLADIUM; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; UNCLASSIFIED DRUG;

EID: 72049117068     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-0029-1218341     Document Type: Article
Times cited : (26)

References (44)
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    • Transmetalation reactions producing organocopper reagents
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    • (2002) Modern Organocopper Chemistry , pp. 45-78
    • Knochel, P.1    Betzemeier, B.2
  • 22
    • 67849132887 scopus 로고    scopus 로고
    • Recent examples of transition-metal-catalyzed annulative synthesis of indene and fluorene derivatives: (a) Park, E. J.; Kim, S. H.; Chang, S. J. Am. Chem. Soc. 2008, 130, 17268.
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 17268
    • Park, E.J.1    Kim, S.H.2    Chang, S.3
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    • For details, see Supporting Information
    • For details, see Supporting Information.
  • 37
    • 72049121542 scopus 로고    scopus 로고
    • int = 0.0142), final R indices [I> 2σ(I)] R1 = 0.0558, wR2 = 0.1530. CCDC-737101 contains the supplementary crystallographic data
    • int = 0.0142), final R indices [I> 2σ(I)] R1 = 0.0558, wR2 = 0.1530. CCDC-737101 contains the supplementary crystallographic data.
  • 38
    • 0345304297 scopus 로고    scopus 로고
    • Reviews on Pd-catalyzed reactions of benzylic derivatives
    • (a) Langle, S.; Abarbri, M.; Duchêne, A. Tetrahedron Lett. 2003, 44, 9255. Reviews on Pd-catalyzed reactions of benzylic derivatives:
    • (2003) Tetrahedron Lett. , vol.44 , pp. 9255
    • Langle, S.1    Abarbri, M.2    Duchêne, A.3
  • 41
    • 72049120763 scopus 로고    scopus 로고
    • some cases, slight modification of a base was necessary for attaining a good yield of the product. On the other hand, the reaction of 1-bromo-2-(1-bromoethyl)benzene with la failed so far although various bases and conditions were screened
    • In some cases, slight modification of a base was necessary for attaining a good yield of the product. On the other hand, the reaction of 1-bromo-2-(1-bromoethyl)benzene with la failed so far although various bases and conditions were screened.
  • 42
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    • Stepwise coupling reactions of diborylbenzenes with two aryl halides leading to terphenyls were reported
    • vic-Diborylbenzene 1d was prepared from 1,2-dibromo-benzene with pinacolborane using the Buchwald's protocol for Pd-catalyzed borylation of bromoarenes: (a) Billingsley, K. L.; Buchwald, S. L. J. Org. Chem. 2008, 73, 5589. Stepwise coupling reactions of diborylbenzenes with two aryl halides leading to terphenyls were reported:
    • (2008) J. Org. Chem. , vol.73 , pp. 5589
    • Billingsley, K.L.1    Buchwald, S.L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.