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Alkene Difunctionalization Triggered by a Stabilized Allenyl Radical: Concomitant Installation of Two Unsaturated C−C Bonds.
- Source :
-
Angewandte Chemie International Edition . 9/6/2021, Vol. 60 Issue 37, p20215-20219. 5p. - Publication Year :
- 2021
-
Abstract
- Radical‐mediated difunctionalization of alkenes provides a promising approach to introduce one alkenyl or alkynyl group to target compounds. However, simultaneous installation of two unsaturated C−C bonds via alkene difunctionalization remains elusive, attributable to the high instability and transient lifetimes of alkenyl and alkynyl radicals. Herein, we report the photocatalytic 1,2‐alkynylalkenylation and 1,2‐enynylalkenylation of alkenes for the first time, triggered by the intermolecular addition of a stabilized allenyl radical to an alkene. A portfolio of strategically designed, easily accessible dual‐function reagents are applied to a radical docking‐migration cascade. The protocol has broad substrate scope and efficiently increases the degree of unsaturation. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ALKENES
*ALKENYL group
*RADICALS (Chemistry)
Subjects
Details
- Language :
- English
- ISSN :
- 14337851
- Volume :
- 60
- Issue :
- 37
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie International Edition
- Publication Type :
- Academic Journal
- Accession number :
- 152164584
- Full Text :
- https://doi.org/10.1002/anie.202106145