Visible Light‐promoted C( sp 3 )‐H α‐Carbamoylation of Cyclic Ethers with Isocyanides - Archive ouverte HAL
Article Dans Une Revue Chemistry - A European Journal Année : 2024

Visible Light‐promoted C( sp 3 )‐H α‐Carbamoylation of Cyclic Ethers with Isocyanides

Résumé

A protocol exploiting isocyanides as carbamoylating agents for the α‐C( sp 3 )‐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.

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Chimie organique
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https://hal.science/hal-04786333

Soumis le : vendredi 22 novembre 2024-11:38:01

Dernière modification le : mardi 26 novembre 2024-15:36:53

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hal-04786333 , version 1 (22-11-2024)

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Camilla Russo, Carmine Volpe, Federica Santoro, Diego Brancaccio, Anna Di Porzio, et al.. Visible Light‐promoted C( sp 3 )‐H α‐Carbamoylation of Cyclic Ethers with Isocyanides. Chemistry - A European Journal, 2024, 30 (48), ⟨10.1002/chem.202401997⟩. ⟨hal-04786333⟩

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