Effective microwave-assisted approach to 1,2,3-triazolobenzodiazepinones via tandem Ugi reaction/catalyst-free intramolecular azide–alkyne cycloaddition
Copyright policy )Effective microwave-assisted approach to 1,2,3-triazolobenzodiazepinones via tandem Ugi reaction/catalyst-free intramolecular azide–alkyne cycloaddition
A novel catalyst-free synthetic approach to 1,2,3-triazolobenzodiazepinones has been developed and optimized. The Ugi reaction of 2-azidobenzaldehyde, various amines, isocyanides, and acids followed by microwave-assisted intramolecular azide–alkyne cycloaddition (IAAC) gave a series of target heterocyclic compounds in moderate to excellent yields. Surprisingly, the normally required ruthenium-based catalysts were found to not affect the IAAC, only making isolation of the target compounds harder while the microwave-assisted catalyst-free conditions were effective for both terminal and non-terminal alkynes.
- University of Michigan–Flint United States
- University of Michigan–Ann Arbor United States
- University of Nebraska-Lincoln United States
- Department of Chemistry Austria
- University of Nebraska–Lincoln United States
multicomponent reactions, ugi reaction, Science, Q, Organic chemistry, Medicinal-Pharmaceutical Chemistry, 540, Full Research Paper, Analytical Chemistry, microwave chemistry, Ugi reaction, Chemistry, QD241-441, triazolobenzodiazepines, click chemistry, Physical Sciences and Mathematics, Other Chemistry
multicomponent reactions, ugi reaction, Science, Q, Organic chemistry, Medicinal-Pharmaceutical Chemistry, 540, Full Research Paper, Analytical Chemistry, microwave chemistry, Ugi reaction, Chemistry, QD241-441, triazolobenzodiazepines, click chemistry, Physical Sciences and Mathematics, Other Chemistry
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