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- Title
Efficient and Divergent Synthesis of α‐Halogenated Amides and Esters by Double Electrophilic Activation of Ynamides.
- Authors
Thilmany, Pierre; Evano, Gwilherm
- Abstract
An efficient and modular entry to α‐halogenated amides and esters is reported. This reaction is based on an underestimated double electrophilic activation of ynamides sequentially involving highly reactive activated keteniminium and iminium ions. Upon simple reaction with HCl and an electrophilic halogenation reagent in the presence of water or an alcohol, a broad range of ynamides can be transformed, in a highly divergent manner, to α‐halo amides and esters with high efficiency and under mild conditions.
- Subjects
YNAMIDES; AMIDE synthesis; ELECTROPHILES; AMIDES; ESTERS
- Publication
Angewandte Chemie, 2020, Vol 132, Issue 1, p248
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201911722