Photocatalytic Neophyl Rearrangement and Reduction of Distal Carbon Radicals by Iminyl Radical‐Mediated C−C Bond Cleavage. Issue 18 (2nd August 2018)

• Record Type: Journal Article
• Authors: Yu, Xiao‐Ye; Wang, Peng‐Zi; Yan, Dong‐Mei; Lu, Bin; Chen, Jia‐Rong; Xiao, Wen‐Jing
• Is Part Of: Advanced synthesis & catalysis. Volume 360:Issue 18(2018)
• Page Start: 3601
• Page End: 3606
• Publication Date: 2018-08-02
• Subjects: visible light -- iminyl radical -- C−C bond cleavage -- neophyl rearrangement -- reduction; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201800834
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: The control of selectivity in the reactions of the highly reactive open‐shell carbon radicals is an attractive but often challenging task. Building on the strategy of photoinduced iminyl radical‐mediated C−C bond cleavage, we have developed photocatalytic neophyl rearrangement and reduction of distal carbon radicals under visible light irradiation of O ‐acyl oximes. This mild protocol tolerates a wide range of readily available O ‐acyl oximes, enabling facile synthesis of diversely substituted α, β ‐unsaturated nitriles and β ‐functionalized saturated nitriles in a highly selective manner. Abstract :