Free-Radical Reactions of Trialkylboranes with β-Nitrostyrenes to Generate Alkenes

Ching-Fa Yao, Cheng Ming Chu, Ju Tsung Liu

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β-Nitrostyrenes 1 react with trialkylboranes under a nitrogen atmosphere to generate high yields of alkenes 2. The mechanism is proposed to be a free-radical reaction via NO2/alkyl substitution since the reaction is stimulated by the presence of a trace of oxygen in the nitrogen or tert-butyl peroxide or by photolysis and is retarded or inhibited by the addition of galvinoxyl to the solution.

Original languageEnglish
Pages (from-to)719-722
Number of pages4
JournalJournal of Organic Chemistry
Issue number3
Publication statusPublished - 1998 Feb 6


ASJC Scopus subject areas

  • Organic Chemistry

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