Electrophilic Cyclization of Dimethyl (ω-phenylaminoalkyl) alkenylsilanes

SV Kirpichenko, AT Abrosimova, AI Albanov…

Index: Kirpichenko, S. V.; Abrosimova, A. T.; Albanov, A. I.; Voronkov, M. G. Russian Journal of General Chemistry, 2001 , vol. 71, # 12 p. 1874 - 1878 Zhurnal Obshchei Khimii, 2001 , vol. 71, # 12 p. 1979 - 1983

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Citation Number: 10

Abstract

Abstract Unsaturated organosilicon amines [CH 2= CH (CH 2) n] Me 2 Si [(CH 2) m NHPh] at the action of Hg (OAc) 2 in THF solution transform to corresponding heterocycles. Regioselectivity of this intramolecular electrophilic heterocyclization is defined by the position of double bond relatively to the silicon atom. This is caused by β-effect of the silyl group.