Journal article
Isocyano Enones: Addition-Cyclization Cascade to Oxazoles
Organic letters, v 18(13), pp 3062-3065
01 Jul 2016
PMID: 27282173
Featured in Collection : UN Sustainable Development Goals @ Drexel
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.
Metrics
Details
- Title
- Isocyano Enones: Addition-Cyclization Cascade to Oxazoles
- Creators
- Allen Chao - Duquesne UniversityJ. Armando Lujan-Montelongo - Ctr Invest & Estudios Avanzados Cinvestav, Dept Quim, Av Inst Politecn Nacl 2508, Mexico City 07360, DF, MexicoFraser F. Fleming - Drexel University
- Publication Details
- Organic letters, v 18(13), pp 3062-3065
- Publisher
- American Chemical Society; Washington, DC
- Number of pages
- 4
- Grant note
- R15AI051352 / NATIONAL INSTITUTE OF ALLERGY AND INFECTIOUS DISEASES; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA; NIH National Institute of Allergy & Infectious Diseases (NIAID) 2R15AI051352-04 / National Institutes of Health; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA
- Resource Type
- Journal article
- Language
- English
- Academic Unit
- Chemistry
- Web of Science ID
- WOS:000379455300006
- Scopus ID
- 2-s2.0-84977473251
- Other Identifier
- 991019168904104721
UN Sustainable Development Goals (SDGs)
This publication has contributed to the advancement of the following goals:
InCites Highlights
Data related to this publication, from InCites Benchmarking & Analytics tool:
- Collaboration types
- Domestic collaboration
- International collaboration
- Web of Science research areas
- Chemistry, Organic