Copper‐Catalyzed Alkynylation of C(sp3)−H Bonds in N‐Fluoro‐sulfonamides. Issue 23 (15th October 2019)

• Record Type: Journal Article
• Authors: Yin, Zhiping; Zhang, Youcan; Zhang, Shuo; Wu, Xiao‐Feng
• Is Part Of: Advanced synthesis & catalysis. Volume 361:Issue 23(2019)
• Page Start: 5478
• Page End: 5482
• Publication Date: 2019-10-15
• Subjects: Copper catalyst -- Alkynylation -- N-Fluoro-sulfonamides -- C(sp3)−H functionalization -- 1, 5-Hydrogen atom transfer; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201900992
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Herein, we developed a copper‐catalyzed approach for the remote C( sp 3 )−H alkynylation of N ‐fluoro‐sulfonamides. With Cu(OTf)2 as the catalyst, the carbon radical which generated from nitrogen radical‐mediated 1, 5‐hydrogen atom transfer, go through an addition/fragmentation reaction with various acetylene sulfones. A variety of internal alkynes were synthesized in high yield and regioselectivity. Notably, celecoxib‐derived substrate can also gave the corresponding functionalized product in good yield under the standard conditions. Abstract :