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Visible‐Light‐Mediated Metal‐Free Difunctionalization of Alkenes with CO 2 and Silanes or C(sp 3 )−H Alkanes
Author(s) -
Hou Jing,
Ee Aloysius,
Cao Hui,
Ong HanWee,
Xu JinHui,
Wu Jie
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201811266
Subject(s) - silanes , alkene , chemistry , catalysis , heteroatom , metal , photochemistry , redox , organic chemistry , combinatorial chemistry , medicinal chemistry , alkyl , silane
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 CO 2 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.