Beilstein J. Org. Chem.2016,12, 1897–1903, doi:10.3762/bjoc.12.179
University, 1-1-3 Minatojima Chuo-ku, Kobe 655-8586, Japan 10.3762/bjoc.12.179 Abstract This study describes the synthesis of triazine-based dehydrocondensing reagents substituted by amidosubstituents and demonstrates their efficiency for dehydrocondensing reactions in MeOH and THF. N-Phenylbenzamido
reactions; amidosubstituents; dehydrocondensing reactions; Fischer-type esterification; triazines; Introduction
We previously reported that dehydrocondensing reactions between carboxylic acids 1 and amines 2 to give amides 3 efficiently proceed in water or alcohols in the presence of the dehydrocondensing
DMT-MM.
Conclusion
We prepared triazine-based dehydrocondensing reagents bearing amidosubstituents and demonstrated their efficiency for their use in dehydrocondensing reactions in both MeOH and THF. The tertiary amide-type chlorotriazines III–VI gave better yields of the product 3a compared with the
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Graphical Abstract
Scheme 1:
Dehydrocondensing reactions using DMT-MM or DMT-Am, and a catalytic amide-forming reaction.