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Visible Light‐promoted C(sp3)‐H α‐Carbamoylation of Cyclic Ethers with Isocyanides.

Authors :
Russo, Camilla
Volpe, Carmine
Santoro, Federica
Brancaccio, Diego
Di Porzio, Anna
Carotenuto, Alfonso
Randazzo, Antonio
Grimaud, Laurence
Vitale, Maxime R.
Protti, Stefano
Giustiniano, Mariateresa
Source :
Chemistry - A European Journal. 8/27/2024, Vol. 30 Issue 48, p1-4. 4p.
Publication Year :
2024

Abstract

A protocol exploiting isocyanides as carbamoylating agents for the α‐C(sp3)‐H functionalization of cyclic ethers has been optimized via a combined visible light‐driven hydrogen atom transfer/Lewis acid‐catalyzed approach. The isocyanide substrate scope revealed an exquisite functional group compatibility (18 examples, with yields up to 99 %). Both radical and polar trapping, kinetic isotopic effect and real‐time NMR studies support the mechanistic hypothesis and provide insightful details for the design of new chemical processes involving the generation of oxocarbenium ions. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09476539
Volume :
30
Issue :
48
Database :
Academic Search Index
Journal :
Chemistry - A European Journal
Publication Type :
Academic Journal
Accession number :
179320734
Full Text :
https://doi.org/10.1002/chem.202401997