Metal-Free Insertion Reactions of Diazo Carbonyls to Azlactones

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Author(s):	Amarante, Giovanni W. ^[4] Total Authors: 1
Affiliation:	^[1] Univ Fed Juiz de Fora, Dept Chem, BR-36036900 Juiz De Fora, MG - Brazil Total Affiliations: 1
Document type:	Journal article
Source:	Journal of Organic Chemistry; v. 83, n. 18, p. 11399-11406, SEP 21 2018.
Web of Science Citations:	1
Abstract
Insertion reactions of diazo carbonyls to azlactones in basic conditions have been performed. The developed method allows the preparation of a wide range of oxazole derivatives in yields ranging from 74 to 98%. Different substituents on both azlactone rings and diazo carbonyls do not compromise the methodology, even those containing stereogenic centers. Isotopic labeling experiments revealed the mechanism may proceed through a rare diazo carbonyl activation by an ammonium salt derivative. (AU)

FAPESP's process:	17/23329-9 - Synthesis of substituted cyclopentanes and long chain polyols from abundant chemical platforms derived from biomass
Grantee:	Antonio Carlos Bender Burtoloso
Support Opportunities:	Regular Research Grants


FAPESP's process:	13/18009-4 - Molecular design, synthesis and trypanocidal activity of cruzain reversible covalent inhibitors
Grantee:	Carlos Alberto Montanari
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