期刊
TETRAHEDRON LETTERS
卷 61, 期 34, 页码 -出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2020.152234
关键词
Aromatic substitution; Bromination; Codeine; Halogenation; Alkaloids
资金
- Natural Sciences and Engineering Research Council of Canada (NSERC)
- Purdue Pharma Canada
A safe and practical methodology was developed for the bromination of codeine and its derivatives using NBA (N-bromoacetamide) in the presence of TFAA (trifluoroacetic anhydride). The described protocol provides a viable alternative to the commonly used approach developed about a century ago, which requires hydrogen bromide gas as a reagent. In contrast, this facile and safe bromination occurs under mild conditions, has a broad scope, and provides the desired products in good to excellent yields. (C) 2020 Elsevier Ltd. All rights reserved.
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