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

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

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

42 Citations (Scopus)

Abstract

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
Volume63
Issue number3
DOIs
Publication statusPublished - 1998 Feb 6

ASJC Scopus subject areas

  • Organic Chemistry

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