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

作者：Chen, Wenxin; Liu, Zheng; Tian, Jiaqi; Li, Jin; Ma, Jing^*; Cheng, Xu^*; Li, Guigen

来源：Journal of the American Chemical Society, 2016, 138(38): 12312-12315.

DOI：10.1021/jacs.6b06379

• TRANSITION-METAL CATALYSIS
• C-H BONDS
• TRANSFER HYDROGENATION
• CARBOXYLIC-ACIDS
• REDUCTION
• FUNCTIONALIZATION
• GENERATION
• RADICALS
• ALKENES
• HALIDES

For the first time, 4-alkyl Hantzsch esters were used to construct molecules with all-carbon quaternary centers by visible light-induced photoredox catalysis via transfer alkylation. Up to a 1500 h(-1) turnover frequency was achieved in this reaction. Reactions of 4-alkyl Hantzsch nitriles as tertiary radical donors joined two contiguous all-carbon quaternary centers intermolecularly, and this chemistry was used to synthesize a common precursor of a class of hydroxysteroid dehydrogenase inhibitors.

• 出版日期2016-9-28
• 单位南京大学