REACTIONS OF CHLOROMETHYL PHENYL SULFONE CARBANION WITH NITROBENZOPHENONES. THE VICARIOUS SUBSTITUTION OF HYDROGEN <i>Versus</i> THE DARZENS CONDENSATION

• Mieczyslaw Makosza

  Institute of Organic Chemistry Polish Academy of Sciences

• Jerzy Golinski

  Institute of Organic Chemistry Polish Academy of Sciences

• Janusz Baran

  Institute of Fundamental Chemistry, Technical University

• Danuta Dziewonska-Baran

  Institute of Fundamental Chemistry, Technical University

抄録

Carbanion of chloromethyl phenyl sulfone replaces hydrogen atoms o′- and p- to the nitro group in o-nitrobenzophenone, whereas with p-nitrobenzophenone it enters the Darzens condensation followed by rearrangement and decarbonylation. Reaction course with m-nitrobenzophenone depends on the conditions (base concetration). When an excess of a base is present the vicarious substitution of hydrogen takes place whereas low concentration of a base favours the Darzens condensation.

収録刊行物

• Chemistry Letters

  Chemistry Letters 13 (10), 1619-1622, 1984-10

  Oxford University Press (OUP)

キーワード

• General Chemistry

詳細情報

• CRID: 1360283694084147456
• NII論文ID: 130003518822
• DOI: 10.1246/cl.1984.1619
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/13/10/1619/56242744/cl.1984.1619.pdf
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