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Volumn , Issue 2, 1998, Pages 163-164

Palladium-catalyzed coupling reactions of N-methoxy-N-methylcarbamoyl chloride for the synthesis of N-methoxy-N-methylamides

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EID: 0032372913     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1998.163     Document Type: Article
Times cited : (34)

References (29)
  • 8
    • 0041590064 scopus 로고    scopus 로고
    • Fr. Patent 1584840 (1970)
    • a) D. Bertin and J. Perronnet, Fr. Patent 1584840 (1970); Chem. Abstr., 74, 42183v (1971);
    • Bertin, D.1    Perronnet, J.2
  • 9
    • 84987369721 scopus 로고
    • a) D. Bertin and J. Perronnet, Fr. Patent 1584840 (1970); Chem. Abstr., 74, 42183v (1971);
    • (1971) Chem. Abstr. , vol.74
  • 11
    • 4243490469 scopus 로고
    • b) M. Denaire, P. Hussenet, L. Lecomte, and J. P. Senet, Fr. Patent 2677017 (1992); Chem. Abstr., 118, 233687z (1993).
    • (1993) Chem. Abstr. , vol.118
  • 14
    • 84986716703 scopus 로고    scopus 로고
    • For palladium-catalyzed coupling reactions of chloroformate and N,N-dialkylcarbamoyl chloride, see: a) Y. Tohda, K. Sonogashira, and N. Hagihara, Synthesis, 1977, 777;
    • Synthesis , vol.1977 , pp. 777
    • Tohda, Y.1    Sonogashira, K.2    Hagihara, N.3
  • 21
    • 0041590063 scopus 로고    scopus 로고
    • note
    • 16 was added. The mixture was passed through a short pad of silica gel to remove insoluble materials, and the eluent was subjected to preparative thin layer chromatography (silica gel, AcOEt : hexane = 1 : 3) to afford 2g (93.4 mg, 80%).
  • 22
    • 0042592026 scopus 로고    scopus 로고
    • note
    • 4 showed a similar catalytic activity. The use of highly dipolar solvents such as 1-methyl-2-pyrrolidinone and N,N-dimethylformamide gave inferior results, although they have been frequently used in the cross-coupling reactions of organostannanes.
  • 25
    • 0043092852 scopus 로고    scopus 로고
    • note
    • 2CO, was formed together with the homocoupling product, being suggestive of 1 as an oxidant.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.