Selective divergent radical cyclization of 1, 6-dienes with alkyl nitriles. Issue 43 (28th October 2021)

• Record Type: Journal Article
• Authors: Kang, Qing-Qing; Liu, Yi; Wu, Shi-Ping; Ge, Guo-Ping; Zheng, Hongxing; Zhang, Jun-Qi; Wei, Wen-Ting
• Is Part Of: Organic & biomolecular chemistry. Volume 19:Issue 43(2021)
• Page Start: 9501
• Page End: 9505
• Publication Date: 2021-10-28
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d1ob01620b
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : An efficient, selective, and step economical radical cyclization of 1, 6-dienes with alkyl nitriles initiated by α-C(sp 3 )–H functionalization under the Sc(OTf)3 and Ag2 CO3 system is described here. Abstract : An efficient, selective, and step economical radical cyclization of 1, 6-dienes with alkyl nitriles initiated by α-C(sp 3 )–H functionalization under the Sc(OTf)3 and Ag2 CO3 system is described here. The selective divergent cyclization relies on the substitution effect at the α-position of the acrylamide moiety and nitriles, which is terminated by hydrogen abstraction, direct cyclization with the aryl ring, or further cyclization with the CN bond and hydrolysis, respectively.