Pressure-induced synthesis of an N-sulphony1-1 H-azepine by sulphonyl-nitrene insertion into benzene

NR Ayyangar, RB Bambal, AG Lugade

Index: Ayyangar, Nagaraj R.; Bambal, Ramesh B.; Lugade, Ananda G. Journal of the Chemical Society, Chemical Communications, 1981 , # 15 p. 790 - 791

Full Text: HTML

Citation Number: 6

Abstract

THERMOLYSIS of sulphonyl azides involves the initial forma- tion of sulphonyl nitrenes. In aromatic substrates, mainly insertion-(sulphonanilides) and hydrogen abstraction-(sul- phonamides) products have been obtained.' y 2 The presence of electron-withdrawing substituents in the aromatic sub- strates facilitates the formation of N-sulphonyl- 1H- a~epines.~ In benzene, thermolysis of methanesulphonyl azide at 80 "C for 120 h gave only traces of N-mesylazepine ...