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Building Congested Ketone: Substituted Hantzsch Ester and Nitrile as Alkylation Reagents in Photoredox Catalysis

Wenxin Chen, Zheng Liu, Jiaqi Tian, Jin Li, Jing Ma*, Xu Cheng* and Guigen Li

*Institute of Chemistry and Biomedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China, Email: majingnju.edu.cn, chengxunju.edu.cn

W. Chen, Z. Liu, J. Tian, J. Li, J. Ma, X. Cheng, G. Li, J. Am. Chem. Soc., 2016, 138, 12312-12315.

DOI: 10.1021/jacs.6b06379 (free Supporting Information)


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Abstract

The use of 4-benzyl Hantzsch esters enables the construction of molecules with all-carbon quaternary centers by visible light-induced photoredox catalysis via transfer alkylation. Reactions of 4-alkyl Hantzsch nitriles as tertiary radical donors joined two contiguous all-carbon quaternary centers intermolecularly.

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Key Words

benzylation, carbonyl compounds


ID: J48-Y2016