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- Title
(Diacetoxyiodo)benzene‐mediated Selective Synthesis of α‐Azido Ketones or Acyl Azides from β‐Keto Acids.
- Authors
Zheng, Zhao‐jing; Yu, Tian‐yang; Xu, Peng‐fei; Wei, Hao
- Abstract
Abstract: (Diacetoxyiodo)benzene‐mediated selective synthesis of α‐azido ketones or acyl azides from keto acids is developed. The selectivity depends on the amounts of the reagents used. Treatment of β‐keto acid derivatives with 1.2 or 2.2 equivalents of (diacetoxyiodo)benzene results in α‐azido ketone or acyl azide products, respectively. Initial mechanistic studies show that monobromomethyl ketone and dibromomethyl ketone are plausible intermediates in these reactions.
- Subjects
IODOBENZENE; AZIDE synthesis; KETONE synthesis; ACYL group; KETONIC acids
- Publication
Asian Journal of Organic Chemistry, 2018, Vol 7, Issue 8, p1579
- ISSN
2193-5807
- Publication type
Article
- DOI
10.1002/ajoc.201800319