Visible‐Light‐Mediated Metal‐Free Difunctionalization of Alkenes with CO2 and Silanes or C(sp3)−H Alkanes. Issue 52 (28th November 2018)

• Record Type: Journal Article
• Authors: Hou, Jing; Ee, Aloysius; Cao, Hui; Ong, Han‐Wee; Xu, Jin‐Hui; Wu, Jie
• Is Part Of: Angewandte Chemie international edition. Volume 57:Issue 52(2018)
• Page Start: 17220
• Page End: 17224
• Publication Date: 2018-11-28
• Subjects: alkene difunctionalization -- carbon dioxide -- C−H activation -- photocatalysis -- Si−H functionalization; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201811266
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: Catalytic alkene difunctionalization via Si−H and C−H activations represents an ideal atom‐ and step‐economic pathway for quick assembly of molecular complexity. We herein developed a visible‐light‐promoted metal‐free difunctionalization of alkenes using abundant CO2 and readily available Si−H and C(sp 3 )−H bonds as feedstocks. Through the merger of photoredox and hydrogen‐atom‐transfer catalysis, a variety of value‐added compounds, such as β‐silacarboxylic acids and acids bearing a γ‐heteroatom (e.g., N, O, S) could be directly accessed from simple alkenes in a redox‐neutral fashion. Abstract : Photocarboxylation : Visible‐light‐promoted metal‐free difunctionalization of alkenes using CO2 and readily available Si−H and C(sp 3 )−H reagents has been realized by the merging of photoredox and hydrogen‐atom‐transfer catalysis. A variety of valuable compounds, such as β‐silacarboxylic acids and acids bearing a γ‐heteroatom (e.g., N, O, S) can be directly accessed from simple alkenes in a redox‐neutral fashion.