Liebigs Annalen der Chemie

Synthesis and Reactions of α??Bromo??N??alkoxyimidates

S Shatzmiller, S Bercovici

Index: Shatzmiller, Shimon; Bercovici, Sorin Liebigs Annalen der Chemie, 1992 , # 10 p. 997 - 1004

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Citation Number: 2

Abstract

Abstract The reaction of alkyl hydroxamates 2 with (C 2 H 5) 3 O· BF 4 in CH 2 Cl 2 affords N- alkoxyimidates 3. The direct alkylation of hydroxamic acids 1 with 1, 2-dibromoethane gives the 5, 6-dihydro-1, 4, 2-dioxazine derivatives 4. The reactions of the acyclic imidates 3 as well as the cyclic N-alkoxyimidates 4 with N-bromosuccinimide in CCl 4 produces the α- bromoimidates 5a–d and 6a–d. The α-bromine atom in the bromides 5b, d and 6a, b, d ...

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