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■ Reactions of Azepine and Diasepine Derivatives with Chlorosilanes in the Presence of Magnesium: 4,5-Double Addition Reactions to Azepine Derivatives

Katsuhiro Saito* and Kensuke Takahashi

*Faculty of Engineering, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya 466-8555, Japan

Abstract

The reactions of 1-ethoxycarbonyl-1H-azepine (1) and chlorosilanes (Xa-c) in HMPA in the presence of magnesium afforded 1:2 adducts, trans-4,5-disubstituted-4,5-dihydroazepines (2a-c), which upon heating gave siloxane derivatives (3a-b) almost quantitatively. In the same reactions with 1-ethoxycarbonyl-1H-1,2-diazepine (8), a nitryl compound (9) was obtained. The dihydroazepines and the nitryl compound are considered to be formed via radical anions 5 and 10, respectively.