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Volumn 12, Issue 6, 2008, Pages 1269-1272

An efficient approach to 3-bromo-6-chloro-phenanthrene-9,10-dione

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EID: 58149125483     PISSN: 10836160     EISSN: 1520586X     Source Type: Journal    
DOI: 10.1021/op8001678     Document Type: Article
Times cited : (8)

References (36)
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    • For directed metalation-borylation of benzamide derivatives with organolithium reagents, see for examples: a
    • For directed metalation-borylation of benzamide derivatives with organolithium reagents, see for examples: (a) Sattelkau, T.; Qandil, A. M.; Nichols, D. E. Synthesis 2001, 262.
    • (2001) Synthesis , pp. 262
    • Sattelkau, T.1    Qandil, A.M.2    Nichols, D.E.3
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    • For a review on metal-catalyzed aryl, aryl bond-forming transformations, see: a
    • For a review on metal-catalyzed aryl - aryl bond-forming transformations, see: (a) Hassan, J.; Sévignon, M.; Gozzi, C.; Schulz, E.; Lemaire, M. Chem. Rev. 2002, 102, 1359.
    • (2002) Chem. Rev , vol.102 , pp. 1359
    • Hassan, J.1    Sévignon, M.2    Gozzi, C.3    Schulz, E.4    Lemaire, M.5
  • 26
    • 0037175592 scopus 로고    scopus 로고
    • For a review on Suzuki-Miyaura cross coupling reactions in organic synthesis, see
    • (b) For a review on Suzuki-Miyaura cross coupling reactions in organic synthesis, see Kotha, S.; Lahiri, K.; Kashinath, D. Tetrahedron 2002, 58, 9633.
    • (2002) Tetrahedron , vol.58 , pp. 9633
    • Kotha, S.1    Lahiri, K.2    Kashinath, D.3
  • 27
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    • For a review on directed ortho metalation, cross coupling sequence, see: c
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    • (2002) J. Organomet. Chem , vol.653 , pp. 150
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    • Due to the fact that 2-iodotoluene is the limiting reagent (0.93 equiv), the maximum theoretical yield for the Suzuki - Miyaura cross-coupling reaction is 93%.
    • Due to the fact that 2-iodotoluene is the limiting reagent (0.93 equiv), the maximum theoretical yield for the Suzuki - Miyaura cross-coupling reaction is 93%.
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    • For similar oxidation conditions of bromo-dihydrodibenzothiepinone, see
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  • 36
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    • 2 at 20-25°C, consuming all starting material within 15 min, followed by subsequent slower di- and tribromination events, which took over 24-36 h at 30°C. A faster reaction time was obtained when performing the tribromination in DME at 45°C, in which a full conversion was observed within 3-4 h.
    • 2 at 20-25°C, consuming all starting material within 15 min, followed by subsequent slower di- and tribromination events, which took over 24-36 h at 30°C. A faster reaction time was obtained when performing the tribromination in DME at 45°C, in which a full conversion was observed within 3-4 h.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.