Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 7, Issue 1, Pages 169-175Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201100493
Keywords
amides; dehydration; homogeneous catalysis; nitriles; zinc
Categories
Funding
- Deutsche Forschungsgemeinschaft
- Technische Universitat Berlin
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In the present study, the zinc-catalyzed dehydration of a variety of amides with N-methyl-N-(trimethylsilyl)trifluoroacetamide (MSTFA) as a dehydration reagent into the corresponding nitriles has been examined in detail. With the straightforward and commercially available zinc(II)triflate as the precatalyst and MSTFA, an excellent system has been established to afford nitriles in excellent yields and chemoselectivities. After investigation of reaction conditions and the scope and limitations, several efforts were carried out to understand the reaction mechanism.
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