Copper-catalyzed regioselective 1, 4-sulfonylcyanation of 1, 3-enynes with sulfonyl chlorides and TMSCN. Issue 14 (13th June 2022)

• Record Type: Journal Article
• Authors: Lv, Yunhe; Han, Wanru; Pu, Weiya; Xie, Jinhui; Wang, Axue; Zhang, Mengyue; Wang, Jin; Lai, Junrong
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 14(2022)
• Page Start: 3775
• Page End: 3780
• Publication Date: 2022-06-13
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d2qo00486k
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A novel and practical copper-catalyzed 1, 4-sulfonylcyanation of 1, 3-enynes with sulfonyl chlorides and TMSCN has been developed under mild conditions. Abstract : A novel and practical copper-catalyzed reaction for the 1, 4-sulfonylcyanation of 1, 3-enynes under mild conditions is described. This protocol provides efficient and straightforward access to a variety of 5-sulfonylpenta-2, 3-dienenitrile derivatives with excellent functional group tolerance and good regioselectivity from readily available 1, 3-enynes and commercially available sulfonyl chlorides and TMSCN. A mechanism involving sulfonyl and allenyl radical species is proposed.