메뉴 건너뛰기




Volumn 61, Issue 21, 2005, Pages 5131-5135

2-Ethoxy-3-pyridylboronic acid: A versatile reagent for the synthesis of highly-functionalised 3-aryl/heteroaryl-pyridines via Suzuki cross-coupling reactions

Author keywords

Boronic acid; Cross coupling; Directed ortho metalation; Pyridine

Indexed keywords

2 ETHOXY 3 PYRIDYLBORONIC ACID; BORONIC ACID DERIVATIVE; PALLADIUM; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 18144379513     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2005.02.070     Document Type: Article
Times cited : (26)

References (38)
  • 6
    • 3042558198 scopus 로고    scopus 로고
    • For a review of pyridine ring synthesis see: G.D. Henry Tetrahedron 60 2004 6043 6061
    • (2004) Tetrahedron , vol.60 , pp. 6043-6061
    • Henry, G.D.1
  • 7
    • 0032518829 scopus 로고    scopus 로고
    • Reviews of cross-coupling methodology: (a) S.P. Stanforth Tetrahedron 54 1998 263 303
    • (1998) Tetrahedron , vol.54 , pp. 263-303
    • Stanforth, S.P.1
  • 9
    • 0037244546 scopus 로고    scopus 로고
    • (c) For a review of heterocyclic boronic acids see: E. Tyrrell, and P. Brookes Synthesis 2003 469 483
    • (2003) Synthesis , pp. 469-483
    • Tyrrell, E.1    Brookes, P.2
  • 24
    • 85030805221 scopus 로고    scopus 로고
    • Manuscript in preparation.
    • For example, 2,3-dichloro-4-pyridylboronic acid is particularly susceptible to deboronation during workup. Thompson, A. E.; Bryce, M. R.; Batsanov, A. B.; Parry, P. R.; Tarbit, B. Manuscript in preparation.
    • Thompson, A.E.1    Bryce, M.R.2    Batsanov, A.B.3    Parry, P.R.4    Tarbit, B.5
  • 29
    • 85030804070 scopus 로고    scopus 로고
    • note
    • 3, Z=4, R=0.040 on 2028 unique data with I>2σ(I). CCDC-256029. See supplementary information in CIF format.
  • 37
    • 0005765420 scopus 로고    scopus 로고
    • For the synthesis of 8 we used a modification of the procedure reported in S.W. Wright, D.L. Hageman, and L.D. McClure J. Heterocycl. Chem. 35 1998 719 2-Amino-5-bromo-6-methylpyridine was dissolved in pyridine at 0°C. Acetyl chloride (5 equiv) was added and the mixture was stirred at 20°C for 30 min. Addition of water precipitated analytically-pure compound 8 in 93% yield
    • (1998) J. Heterocycl. Chem. , vol.35 , pp. 719
    • Wright, S.W.1    Hageman, D.L.2    McClure, L.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.