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Communication | Special issue | Vol 18, No. 1, 1982, pp.87-99
Published online, 1st January, 1970
DOI: 10.3987/S(B)-1982-01-0087
Organoboron Compounds. 400. Boron-Containing Heterocycles from Vinylaminodialkylboranes and Isonitriles

Vladimir Dorokhov, Olga Boldyreva, Alexander Shashkov, and Boris Mikhailov*

*N. D. Zelinsky Institute of Organic Chemistry, Russia Academy of Science, Leninsky Prospekt 47, Moscow 119991, Russia

Abstract

Vinylaminodialkylboranes react with isonitriles to give the (4+1) cycloadducts (5). These adducts undergo thermal anionotropic rearrangements producing the derivatives of 2-amino-1,2-azaboroline (7), for which the reactions of splintering the exo-cyclic B-N bond are characteristic. On action of alcohol-aqueous solution of HCl, the heterocycles (7) turn into their oxygenous analogues - the 2-alkoxy-3H-1,2-oxaborol derivatives (10).