New reagents for the synthesis of gem-halonitro compounds from oximes

TR Walters, WW Zajac Jr, JM Woods

Index: Walters, Thomas R.; Zajac, Walter W.; Woods, James M. Journal of Organic Chemistry, 1991 , vol. 56, # 1 p. 316 - 321

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Citation Number: 39

Abstract

The utility of the N-haloheterocycles l-sodio-3, 5-dichloro-1, 3, 5-triazine-2, 4, 6 (lH, BH, 5H)- trione (4), 1, 3, 5-trichloro-1, 3, 5-triazine-2, 4, 6 (1H, 3H, 5H)-trione (5), 1, 3-dibromo-1, 3, 5- triazine-2, 4, 6 (1H, 3H, 5H)-trione (6), and 1, 3-dibrom0-5, 5-dimethylhydantoin (7) for the halogenation-oxidation of oximes to gem-halonitro compounds is reported. The triazine derivatives 4, 5, and 6 provided satisfactory yields when employed either alone or in ...