Acetic Acid Accelerated Visible‐Light Photoredox Catalyzed N‐Demethylation of N, N‐Dimethylaminophenyl Derivatives. Issue 4 (19th December 2016)

• Record Type: Journal Article
• Authors: Wu, Guolin; Li, Yazhen; Yu, Xuemei; Gao, Yu; Chen, Haijun
• Is Part Of: Advanced synthesis & catalysis. Volume 359:Issue 4(2017)
• Page Start: 687
• Page End: 692
• Publication Date: 2016-12-19
• Subjects: practical -- visible-light -- photoredox catalyzed -- N-demethylation; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201601108
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: N, N ‐Dimethylaminophenyl moiety is a common fragment in medicinal chemistry as several pharmaceuticals bearing this privileged motif are on the market and under clinical evaluation. Oxidative N ‐demethylation is generally regarded as the major metabolic pathway. However, pharmacokinetics, metabolites studies as well as the further structural modification are precluded by the impracticality of chemical synthesis. Here we report that acetic acid can significantly accelerate visible‐light photoredox catalyzed N ‐demethylation of N, N ‐dimethylaminophenyl derivatives. This approach is easy for large scale reaction and even for potential industrial manufacture. Abstract :