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Acetonitrile Activation: An Effective Two‐Carbon Unit for Cyclization
- Source :
- Angewandte Chemie International Edition. 58:4376-4380
- Publication Year :
- 2019
- Publisher :
- Wiley, 2019.
-
Abstract
- A novel activation of acetonitrile for the construction of cyclobutenones by [2+2] cyclization was developed. Acetonitrile is utilized for the first time as two-carbon (C2) cyclization building block. The present protocol successfully inhibits the competitive cycloaddition with the C≡N bond of acetonitrile, but enables the in situ formation of an unsaturated carbon-carbon bond and the subsequent cycloaddition as a C2 unit. This chemistry features simple reaction conditions, high chemoselectivities, wide substrate scope, and offers a new and practical approach to cyclobutenones and cyclobuteneimines.
Details
- ISSN :
- 15213773 and 14337851
- Volume :
- 58
- Database :
- OpenAIRE
- Journal :
- Angewandte Chemie International Edition
- Accession number :
- edsair.doi.dedup.....794cfc00f9c46fb4e6a425e309fdb2ad