메뉴 건너뛰기




Volumn 131, Issue 49, 2009, Pages 17748-17749

Suzuki-Miyaura coupling of aryl carbamates, carbonates, and sulfamates

Author keywords

[No Author keywords available]

Indexed keywords

ANTI-INFLAMMATORY DRUGS; CHEMICAL EQUATIONS; CONCISE SYNTHESIS; CROSS-COUPLINGS; FLURBIPROFEN; SULFAMATES; SUZUKI-MIYAURA; SUZUKI-MIYAURA COUPLING;

EID: 71749085673     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja906477r     Document Type: Article
Times cited : (283)

References (31)
  • 1
    • 20544450502 scopus 로고    scopus 로고
    • Diederich, F., Meijere, A., Eds.; Wiley-VCH: Weinheim, Germany
    • (a) Metal-Catalyzed Cross-Coupling Reactions; Diederich, F., Meijere, A., Eds.; Wiley-VCH: Weinheim, Germany, 2004.
    • (2004) Metal-Catalyzed Cross-Coupling Reactions
  • 3
    • 0038432792 scopus 로고    scopus 로고
    • Cross-Coupling Reactions: A Practical Guide
    • Miyaura, N., Ed.; Springer-Verlag: Berlin
    • (c) Cross-Coupling Reactions: A Practical Guide; Miyaura, N., Ed.; Topics in Current Chemistry, Vol.219; Springer-Verlag: Berlin, 2002.
    • (2002) Topics in Current Chemistry , vol.219
  • 12
    • 71749101295 scopus 로고    scopus 로고
    • note
    • The ortho-directing ability of methyl ethers is modest (see ref 7a and references therein), whereas ortho substitution of aryl pivalates presents a considerable challenge.
  • 15
    • 0012397313 scopus 로고
    • For a review, see
    • (a) For a review, see: Snieckus, V. Chem. Rev. 1990, 90, 879.
    • (1990) Chem. Rev. , vol.90 , pp. 879
    • Snieckus, V.1
  • 16
    • 27144479191 scopus 로고    scopus 로고
    • For the use of sulfamates in directed metallation reactions and Kumada couplings, see
    • (b) For the use of sulfamates in directed metallation reactions and Kumada couplings, see: Macklin, T. K.; Snieckus, V. Org. Lett. 2005, 7, 2519.
    • (2005) Org. Lett. , vol.7 , pp. 2519
    • Macklin, T.K.1    Snieckus, V.2
  • 17
    • 0003412412 scopus 로고    scopus 로고
    • Arenes that possess an -OC(O)R substituent are well-known to undergo electrophilic aromatic substitution to predominantly afford para-substituted products. See: 6th ed.; Wiley: Hoboken, NJ
    • Arenes that possess an -OC(O)R substituent are well-known to undergo electrophilic aromatic substitution to predominantly afford para-substituted products. See: Smith, M. B.; March, J. March's Advanced Organic Chemistry, 6th ed.; Wiley: Hoboken, NJ, 2007; p 668.
    • (2007) March's Advanced Organic Chemistry , pp. 668
    • Smith, M.B.1    March, J.2
  • 22
    • 0040777702 scopus 로고
    • 2 is now commercially available from Strem Chemicals Inc. (cat. no. 28-0091) and can be prepared in multigram quantities following a simple one-step protocol. See: (a)
    • 2 is now commercially available from Strem Chemicals Inc. (cat. no. 28-0091) and can be prepared in multigram quantities following a simple one-step protocol. See: (a) Stone, P. J.; Dori, Z. Inorg. Chim. Acta 1971, 5, 434.
    • (1971) Inorg. Chim. Acta , vol.5 , pp. 434
    • Stone, P.J.1    Dori, Z.2
  • 24
    • 71749113823 scopus 로고    scopus 로고
    • note
    • 2 is thought to undergo reduction to an active Ni(0) catalyst.
  • 25
    • 71749088404 scopus 로고    scopus 로고
    • note
    • See the Supporting Information for details.
  • 29
    • 29844439845 scopus 로고    scopus 로고
    • For Ni-catalyzed Kumada and Suzuki-Miyaura couplings of aryl fluorides, see: (a)
    • For Ni-catalyzed Kumada and Suzuki-Miyaura couplings of aryl fluorides, see: (a) Yoshikai, N.; Mashima, H.; Nakamura, E. J. Am. Chem. Soc. 2005, 127, 17978.
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 17978
    • Yoshikai, N.1    Mashima, H.2    Nakamura, E.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.