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Communication | Special issue | Vol 11, No. 1, 1978, pp.377-382
Published online, 1st January, 1970
DOI: 10.3987/S(N)-1978-01-0377
Flash Vacuum Pyrolysis of 3,5-Disubstituted β-Phenethylsulfonyl Azides

Rudolph A. Abramovitch* and Shigeo Wake

*Department of Chemistry, University of Alabama, Box 870336, University, Tuscaloosa, Alabama 35478-0336, U.S.A.


Flash vacuum pyrolysis of 3,5-dimethyl-β-phenethylsulfonyl azide at 650° gives appreciable quantities of the normal nitrene cyclization products as well as some 2-cyclopropyl-3,5-dimethylpyridine. 3-Chloro-(5H)- and (7H)-pyrindine are obtained from 3,5-dichloro-β-phenethylsulfonyl azide. Possible mechanisms are proposed to account for the results.