Free-Radical Reactions of Trialkylboranes with beta-Nitrostyrenes To Generate Alkenes.
beta-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 NO(2)/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.
Yao
Ching-Fa
CF
Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei, Taiwan 11718, Republic of China.
Chu
Cheng-Ming
CM
Liu
Ju-Tsung
JT