Synthesis of γ-nitro aliphatic methyl esters via michael additions promoted by microwave irradiation
A simple and efficient protocol has been developed for the direct synthesis of γ-nitrobutyric acid methyl esters under microwave irradiation. This methodology reduces reaction times from days to minutes, compared to conventional conditions. Additionally, these conditions increased yields and provided cleaner reactions.
Escalante, Jaime,Francisco, D. Diaz-Coutino
experimental part
p. 1595 - 1604
(2010/03/24)
An improved coupling procedure for the Barton-Zard pyrrole synthesis
An improved final step in the Barton-Zard pyrrole synthesis uses inexpensive potassium carbonate as base in the coupling-cyclization reaction of vic-nitro-acetates with isocyanides. In this modification the isolated yields of synthetically useful 2-carboalkoxypyrroles (1a,b and 3) and 2-(p-toluenesulfonyl)pyrroles (2a,b) consistently rise to the 78-89% range. Conversion of 2a to 5-(p-toluenesulfonyl)-2-pyrrolinone 4 is conveniently and directly achieved by reaction with 30% hydrogen peroxide in acetic acid, thus circumventing the commonly used two step procedure involving bromination followed by solvolysis.
Bobal,Lightner
p. 527 - 530
(2007/10/03)
An Improved Synthesis of 4-Nitrocarboxylic Acid Esters
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Chasar, Dwight W.
p. 841 - 842
(2007/10/02)
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