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Title: Copper( i )-catalyzed tandem synthesis of 4,5-functionalized oxazoles from isocyanoacetate and aldehydes
Oxazoles are among the most important heterocyclic scaffolds in the fields of natural products and medicinal chemistry. Herein is developed a tandem reaction for the synthesis of a diverse array of 4,5-difunctionalized oxazoles utilizing easily-accessible ethyl 2-isocyanoacetate and aldehydes (26 examples, 31–83% yields). This cascade reaction is facilitated by catalytic CuBr and molecular oxygen as the oxidant. The process involves a catalytic cycloaddition oxidative dehydroaromatization mechanism. The broad aldehyde substrate scope, mild reaction conditions, and atom economy make this protocol an attractive alternative to access functionalized oxazoles.  more » « less
Award ID(s):
2154593
PAR ID:
10431725
Author(s) / Creator(s):
; ; ; ; ;
Date Published:
Journal Name:
New Journal of Chemistry
Volume:
46
Issue:
35
ISSN:
1144-0546
Page Range / eLocation ID:
16840 to 16843
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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