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, Guigen Li

Research output: Contribution to journalArticlepeer-review

94 Scopus citations

Abstract

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.

Original languageEnglish
Pages (from-to)12312-12315
Number of pages4
JournalJournal of the American Chemical Society
Volume138
Issue number38
DOIs
StatePublished - Sep 28 2016

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