Metal-free visible-light-induced photoredox-catalyzed intermolecular pyridylation/phosphinoylation of alkenes. Issue 5 (6th January 2021)

• Record Type: Journal Article
• Authors: Shen, Jiaxuan; Zhang, Yipin; Yu, Yanjiang; Wang, Manman
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 5(2021)
• Page Start: 901
• Page End: 907
• Publication Date: 2021-01-06
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d0qo01218a
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A visible-light-induced and photoredox-catalyzed intermolecular pyridylation/phosphinoylation of alkenes using 4-cyanopyridine and diphenylphosphine oxide under mild metal-free conditions has been reported. Abstract : Reported here is an intermolecular pyridylation/phosphinoylation of alkenes using 4-cyanopyridine and diphenylphosphine oxide under visible-light-induced organic photoredox catalysis. The reaction occurs under mild metal-free conditions, possessing a broad substrate scope. The protocol can be practiced on a gram scale and applied to the modification of natural product-derived and medicinally relevant complex molecules containing a styrene unit. Mechanistic investigations suggest that triethylamine serves as both single-electron transfer (SET) and hydrogen atom transfer (HAT) agents.