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Electroreduction Enables Regioselective 1,2-Diarylation of Alkenes with Two Electrophiles.
- Source :
-
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2023 Apr 17; Vol. 62 (17), pp. e202219166. Date of Electronic Publication: 2023 Mar 14. - Publication Year :
- 2023
-
Abstract
- Precisely introducing two similar functional groups into bulk chemical alkenes represents a formidable route to complex molecules. Especially, the selective activation of two electrophiles is in crucial demand, yet challenging for cross-electrophile-coupling. Herein, we demonstrate a redox-mediated electrolysis, in which aryl nitriles are both aryl radical precursors and redox-mediators, enables an intermolecular alkene 1,2-diarylation with a remarkable regioselectivity, thereby avoiding the involvement of transition-metal catalysts. This transformation utilizes cyanoarene radical anions for activating various aryl halides (including iodides, bromides, and even chlorides) and affords 1,2-diarylation adducts in up to 83 % yield and >20 : 1 regioselectivity with more than 80 examples, providing a feasible approach to complex bibenzyl derivatives.<br /> (© 2023 Wiley-VCH GmbH.)
Details
- Language :
- English
- ISSN :
- 1521-3773
- Volume :
- 62
- Issue :
- 17
- Database :
- MEDLINE
- Journal :
- Angewandte Chemie (International ed. in English)
- Publication Type :
- Academic Journal
- Accession number :
- 36826413
- Full Text :
- https://doi.org/10.1002/anie.202219166