Solution and flash vacuum pyrolyses of. beta.-(3, 5-disubstituted-phenyl) ethanesulfonyl azides. Sultam, pyrindine, and azepine formation

…, WD Holcomb, WM Thompson, S Wake

Index: Abramovitch, Rudolph A.; Holcomb, William D.; Thompson, W. Marshall; Wake, Shigeo Journal of Organic Chemistry, 1984 , vol. 49, # 26 p. 5124 - 5131

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Citation Number: 8

Abstract

The solution and flash vacuum pyrolyses of~-(3, 5-disubstituted-phenyl) ethanesulfonyl azides are reported. When R= Me, FVP results suggest that the substituents stabilize the intermediate leading to the 3, 4-di-hydro-2, l-benzothiazepine 2, 2-dioxide (6a). A new product, 2-cyclopropyl-3, 5-dimethylpyridine (10) is observed, and a modification is proposed in the mechanism proposed earlier3 to account for the FVP of P- ...