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Volumn 69, Issue 3, 2004, Pages 974-976

Reactions of a Carbamoylstannane with Acid Chlorides: Highly Efficient Synthesis of α-Oxo Amides

Author keywords

[No Author keywords available]

Indexed keywords

DECARBONIZATION; NITROGEN COMPOUNDS; ORGANIC ACIDS; SYNTHESIS (CHEMICAL);

EID: 0842328918     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035572r     Document Type: Article
Times cited : (39)

References (29)
  • 8
    • 85030194211 scopus 로고
    • Barre, R. Ann. Chim. Phys. 1928, 9, 237; Chem. Abstr. 1928, 22, 2268.
    • (1928) Ann. Chim. Phys. , vol.9 , pp. 237
    • Barre, R.1
  • 9
    • 0842320208 scopus 로고
    • Barre, R. Ann. Chim. Phys. 1928, 9, 237; Chem. Abstr. 1928, 22, 2268.
    • (1928) Chem. Abstr. , vol.22 , pp. 2268
  • 21
    • 0842320205 scopus 로고    scopus 로고
    • note
    • In a preliminary experiment, treatment of (N,N-diisopropylcarbamoyl)tributylstannane with acetyl chloride over 1 h at room temperature without a solvent afforded 95% GC yield of 3a.
  • 22
    • 0842341801 scopus 로고    scopus 로고
    • Smith, P. J., Ed.; Blackie Academic & Professional: London, UK
    • For the mechanism of substitution reactions of organostannanes, see: (a) Wardell, J. L. In Chemistry of Tin; Smith, P. J., Ed.; Blackie Academic & Professional: London, UK, 1998; p 121.
    • (1998) Chemistry of Tin , pp. 121
    • Wardell, J.L.1
  • 23
  • 24
    • 0842341805 scopus 로고    scopus 로고
    • note
    • The chloro substituent at the α-carbon remained intact.
  • 26
    • 0842320206 scopus 로고    scopus 로고
    • note
    • 3SnCl, no other byproduct was formed and that both of the starting materials remained.
  • 27
    • 0001038640 scopus 로고
    • For the synthesis and synthetic applications of vicinal polycarbonyl compounds, see: (a) Rubin, M. B. Chem. Rev. 1975, 75, 177.
    • (1975) Chem. Rev. , vol.75 , pp. 177
    • Rubin, M.B.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.