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Volumn 69, Issue 3, 2016, Pages 307-313

Uncatalyzed CO2Li-Mediated SNAr Reaction of Unprotected Benzoic Acids via Silicon Trickery

Author keywords

[No Author keywords available]

Indexed keywords

CARBON DIOXIDE; CARBOXYLATION; CATALYTIC OXIDATION; KETONES; REACTION INTERMEDIATES;

EID: 84962602511     PISSN: 00049425     EISSN: 14450038     Source Type: Journal    
DOI: 10.1071/CH15398     Document Type: Article
Times cited : (5)

References (51)
  • 8
    • 20544457346 scopus 로고    scopus 로고
    • S-BuLi/TMEDA lithiation of 3-methoxy-2-trimethylsilylbenzoic acid occurs regiospecifically ortho to the carboxylate (C6) at-308C. The ketone is formed with less than 5%yield
    • s-BuLi/TMEDA lithiation of 3-methoxy-2-trimethylsilylbenzoic acid occurs regiospecifically, ortho to the carboxylate (C6) at-308C. The ketone is formed with less than 5%yield: T. H. Nguyen,N. T. T. Chau, A.-S. Castanet, K. P. P. Nguyen, J. Mortier, Org. Lett. 2005, 7, 2445. doi:10.1021/OL050761C
    • (2005) Org. Lett. , vol.7 , pp. 2445
    • Nguyen, T.H.1    Chau, N.T.T.2    Castanet, A.-S.3    Nguyen, K.P.P.4    Mortier, J.5
  • 17
    • 10444289670 scopus 로고    scopus 로고
    • Halogen-lithium exchange reactions under in situ quench conditions
    • Halogen-lithium exchange reactions under in situ quench conditions: S. El Sheikh, H.-G. Schmalz, Curr. Opin. Drug Discovery Dev. 2004, 7, 882.
    • (2004) Curr. Opin. Drug Discovery Dev. , vol.7 , pp. 882
    • El Sheikh, S.1    Schmalz, H.-G.2
  • 19
    • 2142645600 scopus 로고
    • R. Taylor, Tetrahedron Lett. 1975, 16, 435. doi:10.1016/S0040-4039 (00)71886-7
    • (1975) Tetrahedron Lett. , vol.16 , pp. 435
    • Taylor, R.1
  • 25
    • 33845470262 scopus 로고
    • The fluoride often allows coupling at more sterically congested sites
    • The fluoride often allows coupling at more sterically congested sites. D. J. Cram, H. E. Katz, I. B. Dicker, J. Am. Chem. Soc. 1984, 106, 4987. doi:10.1021/JA00329A059
    • (1984) J. Am. Chem. Soc. , vol.106 , pp. 4987
    • Cram, D.J.1    Katz, H.E.2    Dicker, I.B.3
  • 32
    • 33747422565 scopus 로고    scopus 로고
    • Shindo disclosed the effect of a carboxyl group cis to a trimethylsilyl group achieving fluoride-free cross-coupling reaction
    • Shindo disclosed the effect of a carboxyl group cis to a trimethylsilyl group, achieving fluoride-free cross-coupling reaction: M. Shindo, K. Matsumoto, K. Shishido, Angew. Chem., Int. Ed. 2004, 43, 104. doi:10.1002/ANIE.200352705
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 104
    • Shindo, M.1    Matsumoto, K.2    Shishido, K.3
  • 33
    • 0002255967 scopus 로고
    • The formation of penta-coordinated silicon compounds with five carbon ligands iswell documented
    • The formation of penta-coordinated silicon compounds with five carbon ligands iswell documented: (a) S. N. Tandura,M. G. Voronkov, N. V. Alekseev, Top. Curr. Chem. 1986, 131, 99.
    • (1986) Top. Curr. Chem. , vol.131 , pp. 99
    • Tandura, S.N.1    Voronkov, M.G.2    Alekseev, N.V.3
  • 42
    • 79960019631 scopus 로고    scopus 로고
    • J. Mortier, Curr. Org. Chem. 2011, 15, 2413. doi:10.2174/138527211796150561
    • (2011) Curr. Org. Chem. , vol.15 , pp. 2413
    • Mortier, J.1
  • 43
    • 79955550301 scopus 로고    scopus 로고
    • The direct displacement of alkoxy groups from the b-position of aromatic and unsaturated esters and ketones by Grignard reagents was recently reported
    • The direct displacement of alkoxy groups from the b-position of aromatic and unsaturated esters and ketones by Grignard reagents was recently reported: A. J. Brockway, M. Gonzalez-Lopez, J. C. Fettinger, J. T. Shaw, J. Org. Chem. 2011, 76, 3515. doi:10.1021/JO102537N
    • (2011) J. Org. Chem. , vol.76 , pp. 3515
    • Brockway, A.J.1    Gonzalez-Lopez, M.2    Fettinger, J.C.3    Shaw, J.T.4
  • 44
    • 0012397313 scopus 로고
    • V. Snieckus, Chem. Rev. 1990, 90, 879. doi:10.1021/CR00104A001
    • (1990) Chem. Rev. , vol.90 , pp. 879
    • Snieckus, V.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.