Photocatalytic Hantzsch Ester-Mediated Pinacol-Type Coupling of Aldehydes and Ketones

We have developed a photocatalyst-free reaction system that uses Hantzsch esters as photoreducing agents to promote the coupling of carbonyl compounds to 1,2-diols. The system fully utilizes the single electron transfer and proton donor roles of Hantzsch esters. The system shows a wide range of subs...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-08, Vol.89 (16), p.11537-11541
Main Authors: Li, Hongjiang, Pan, Chunxiang, Li, Xinhan, He, Zhenxiu, Sun, Xueyan, Xu, Jianbin, Wang, Kaimin, Fan, Baomin
Format: Article
Language:English
Subjects:
cross-coupling reactions
electron transfer
organic chemistry
photocatalysis
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Summary:We have developed a photocatalyst-free reaction system that uses Hantzsch esters as photoreducing agents to promote the coupling of carbonyl compounds to 1,2-diols. The system fully utilizes the single electron transfer and proton donor roles of Hantzsch esters. The system shows a wide range of substrate application. Aromatic ketones, aliphatic ketones, and aldehydes can be applied to the catalytic system. Both self-coupling and cross-coupling can achieve ideal results.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c01233