Solution and flash vacuum pyrolysis of some 2, 6-disubstituted. beta.-phenethylsulfonyl azides and of. beta.-styrenesulfonyl azide

RA Abramovitch, AO Kress, KS Pillay…

Index: Abramovitch, Rudolph A.; Kress, Albert O.; Pillay, Kutten S.; Thompson, W. Marshall Journal of Organic Chemistry, 1985 , vol. 50, # 12 p. 2066 - 2073

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Citation Number: 5

Abstract

Solution thermolysis of 2, 6-dichloro-@-phenethyl-and 2, 6-dimethyl-P-phenethylsulfonyl azide leads to the formation of the corresponding 5, 8-disubstituted 3, 4-dihydro-2, 1- benzothiazine 2, 2-dioxides resulting from a 1, 2-chlorine and-methyl shift, respectively, in the intermediates. No insertion into the phenethyl side chain, or into the side-chain methyl group in the 2, 6-dimethyl case, was detected. Attempted cyclization of ...