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Isocyano Enones: Addition-Cyclization Cascade to Oxazoles.
- Source :
-
Organic Letters . Jul2016, Vol. 18 Issue 13, p3062-3065. 4p. - Publication Year :
- 2016
-
Abstract
- Copper iodide catalyzes the conjugate addition of organometallic and heteroatom nucleophiles to isocyano enones to afford oxazoles. A range of enolates, metalated nitriles, amines, and thiols undergo catalyzed conjugate addition to cyclic and acyclic oxoalkene isocyanides. Mechanistic studies suggest that copper complexation facilitates the nucleophilic attack on the isocyano enone to generate an enolate that cyclizes onto the isocyanide leading to a variety of substituted acyclic or ring-fused oxazoles. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 15237060
- Volume :
- 18
- Issue :
- 13
- Database :
- Academic Search Index
- Journal :
- Organic Letters
- Publication Type :
- Academic Journal
- Accession number :
- 116607944
- Full Text :
- https://doi.org/10.1021/acs.orglett.6b01147