Kinetic Study of the 7-endo Selective Radical Cyclization of N-tert-Butyl-o-bromobenzylmethacryl Amides: Kinetic Investigation of the Cyclization and 1, 7-Hydrogen …

A Kamimura, T Kotake, Y Ishihara, M So…

Index: Kamimura, Akio; Kotake, Tomoko; Ishihara, Yuriko; So, Masahiro; Hayashi, Takahiro Journal of Organic Chemistry, 2013 , vol. 78, # 8 p. 3961 - 3971

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Citation Number: 5

Abstract

A kinetic investigation of the radical cyclization of N-tert-butyl-o-bromobenzylmethacryl amides to give 2-benzazepines via 7-endo selective cyclization was undertaken. The aryl radical generated from the amide precursor by treatment with Bu3SnH gave the three compounds, which are a 7-endo cyclized adduct, a 6-exocyclized adduct, and a reduced product. The cyclization reactions under various Bu3SnH concentrations were traced by ...