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Rate‐Accelerated Nonconventional Amide Synthesis in Water: A Practical Catalytic Aldol‐Surrogate Reaction
Author(s) -
Cho Seung Hwan,
Chang Sukbok
Publication year - 2007
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200604358
Subject(s) - aldol reaction , catalysis , amide , chemistry , reaction rate , biochemical engineering , combinatorial chemistry , organic chemistry , engineering
An aldol alternative : Cu‐catalyzed hydrative amide synthesis is significantly accelerated in aqueous cosolvent systems. Under environmentally friendly conditions and with N 2 released as the single side product, a wide range of propargyl alcohols and sulfonyl azides react to provide β‐hydroxy N ‐sulfonamides in good to excellent yields. Polyhydroxy amides could be synthesized stereoselectively, proving this as a new practical aldol‐surrogate strategy.
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