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Volumn 73, Issue 7, 2008, Pages 2951-2954

Facile assembly of fused benzo[4,5]furo heterocycles

Author keywords

[No Author keywords available]

Indexed keywords

COPPER COMPOUNDS; CYCLIZATION; REGIOSELECTIVITY; SYNTHESIS (CHEMICAL);

EID: 41649121705     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo8000595     Document Type: Article
Times cited : (86)

References (40)
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    • Hurley, L. H.; Mahadevan, D.; Han, H.; Bearss, D. J.; Vankayalapati, H.; Bashyam, S.; Munoz, R. M.; Warner, S. L.; Della, C. K.; Von Hoff, D. D.; Grand, C. L. PCT Int. Appl. WO 2005/037825, 2005.
  • 4
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    • Harris, N.; Higgs, C.; Wren, S.; Dyke, H. J.; Price, S.; Cramp, S. PCT Int. Appl. WO 2006/050965, 2006.
    • Harris, N.; Higgs, C.; Wren, S.; Dyke, H. J.; Price, S.; Cramp, S. PCT Int. Appl. WO 2006/050965, 2006.
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    • Zeller, K.-P, Petersen, H. Synthesis 1975, 532-533. Also see ref 5j
    • (c) Zeller, K.-P.; Petersen, H. Synthesis 1975, 532-533. Also see ref 5j.
  • 22
    • 34447295913 scopus 로고    scopus 로고
    • For the synthesis of dibenzofurans via this approach, see: a
    • For the synthesis of dibenzofurans via this approach, see: (a) Kawaguchi, K.; Nakano, K.; Nozaki, K. J. Org. Chem. 2007, 72, 5119-5128.
    • (2007) J. Org. Chem , vol.72 , pp. 5119-5128
    • Kawaguchi, K.1    Nakano, K.2    Nozaki, K.3
  • 25
    • 0037182723 scopus 로고    scopus 로고
    • For benzofuropyridines, see: d
    • For benzofuropyridines, see: (d) Yue, W. S.; Li, J. J. Org. Lett. 2002, 4, 2201-2203.
    • (2002) Org. Lett , vol.4 , pp. 2201-2203
    • Yue, W.S.1    Li, J.J.2
  • 28
    • 0001222850 scopus 로고
    • For benzofuropyrazines, see: g
    • For benzofuropyrazines, see: (g) Coates, W. J.; McKillop, A. J. Org. Chem. 1990, 55, 5418-5420.
    • (1990) J. Org. Chem , vol.55 , pp. 5418-5420
    • Coates, W.J.1    McKillop, A.2
  • 33
    • 0000139143 scopus 로고    scopus 로고
    • CuTC promotes many coupling reactions very effectively and often demonstrates unique reactivities. See: a
    • CuTC promotes many coupling reactions very effectively and often demonstrates unique reactivities. See: (a) Zhang, S.; Zhang, D.; Liebeskind, L. S. J. Org. Chem. 1997, 62, 2312-2313.
    • (1997) J. Org. Chem , vol.62 , pp. 2312-2313
    • Zhang, S.1    Zhang, D.2    Liebeskind, L.S.3
  • 35
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    • and references therein
    • (c) Innitzer, A. Synlett 2005, 2405-2406 and references therein.
    • (2005) Synlett , pp. 2405-2406
    • Innitzer, A.1
  • 36
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    • For isolated literature examples of halogen-selective Suzuki couplings between 1,2-dihalobenzenes and α-hydroxyphenylboronic acid derivatives, see: (a) Buchwald, S. L.; Huang, X.; Zim, D. PCT Int. Appl. WO 2004/052939, 2004.
    • For isolated literature examples of halogen-selective Suzuki couplings between 1,2-dihalobenzenes and α-hydroxyphenylboronic acid derivatives, see: (a) Buchwald, S. L.; Huang, X.; Zim, D. PCT Int. Appl. WO 2004/052939, 2004.
  • 38
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    • The Suzuki coupling between 2,3-dichloroquinoxaline and α-methoxyphenylboronic acid has been reported: Mao, L.; Sakurai, H.; Hirao, T. Synthesis 2004, 2535-2539.
    • The Suzuki coupling between 2,3-dichloroquinoxaline and α-methoxyphenylboronic acid has been reported: Mao, L.; Sakurai, H.; Hirao, T. Synthesis 2004, 2535-2539.
  • 39
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    • and references therein
    • Frlan, R.; Kikelj, D. Synthesis 2006, 2271-2285 and references therein.
    • (2006) Synthesis , pp. 2271-2285
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  • 40
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    • It should be noted that if a routine aqueous extractive workup were employed, a heavy emulsion would often form due to the formation of insoluble Cu complex, which could result in product loss. The use of aqueous HCl or EDTA/NaOH solution, for non-basic and basic substrates, respectively, significantly alleviates and often eliminates this problem
    • It should be noted that if a routine aqueous extractive workup were employed, a heavy emulsion would often form due to the formation of insoluble Cu complex, which could result in product loss. The use of aqueous HCl or EDTA/NaOH solution, for non-basic and basic substrates, respectively, significantly alleviates and often eliminates this problem.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.