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Volumn 40, Issue 8, 1999, Pages 1459-1462

Reaction of diethyl dibromomalonate with methoxide: Evidence for a novel bromophilic attack

Author keywords

[No Author keywords available]

Indexed keywords

CARBOETHOXYDIBROMOMETHYL CARBANION; CYCLOHEXANE; DIBROMOCARBENE; DIETHYL DIBROMOMALONATE; METHOXIDE; UNCLASSIFIED DRUG;

EID: 0033582601     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00024-6     Document Type: Article
Times cited : (9)

References (32)
  • 1
    • 0013582101 scopus 로고    scopus 로고
    • Undergraduate research participants
    • Undergraduate research participants.
  • 2
    • 0004169339 scopus 로고
    • Cornell University Press: Ithaca
    • nd Ed.; Cornell University Press: Ithaca, 1969.
    • (1969) nd Ed.
    • Ingold, C.K.1
  • 4
    • 0000439867 scopus 로고
    • and references cited therein
    • (a) Bowman, W. R. Chem. Soc. Rev. 1988, 17, 283-316 and references cited therein.
    • (1988) Chem. Soc. Rev. , vol.17 , pp. 283-316
    • Bowman, W.R.1
  • 20
    • 0001455065 scopus 로고
    • Bromocarboethoxycarbene has been generated by the photolysis of ethyl bromodiazoacetate; see Moss, R. A.; Mallon, C. B.; Ho, C.-T. J. Am. Chem. Soc. 1977, 99, 4105-4110.
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 4105-4110
    • Moss, R.A.1    Mallon, C.B.2    Ho, C.-T.3
  • 21
    • 0013608044 scopus 로고    scopus 로고
    • note
    • Yield based on our mechanism which requires two moles of 1 for each one mole of 2 formed.
  • 22
    • 84986351308 scopus 로고
    • 1H-NMR spectrum of the mixture was consistent with products reported by others in the reaction of with alkoxides in alcohol solutions; see Wakui, T.; Otsuji, Y.; Imoto, E. Nippon Kagaku Kaishi 1974, 9, 1686-1690.
    • (1974) Nippon Kagaku Kaishi , vol.9 , pp. 1686-1690
    • Wakui, T.1    Otsuji, Y.2    Imoto, E.3
  • 25
    • 0013579455 scopus 로고    scopus 로고
    • note
    • Ethyl tribromoacetate (6) was formed in 75% yield after a suitable work-up and correction for recovered starting material.
  • 30
    • 0013608715 scopus 로고    scopus 로고
    • note
    • Light and oxygen do not seem to have any effect on the reaction as well.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.