DIAD as a promoter for cyanomethylation of alkenes by Cu catalysis. Issue 11 (11th March 2015)

• Record Type: Journal Article
• Authors: Tang, Shi; Li, Shu-Hua; Li, Zhi-Hao; Zhou, Dong; Sheng, Rui-Long
• Is Part Of: Tetrahedron letters. Volume 56:Issue 11(2015)
• Page Start: 1423
• Page End: 1426
• Publication Date: 2015-03-11
• Subjects: DIAD -- Cu catalysis -- C–H cyclization -- Alkene -- Cyanomethylation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.01.175
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: A novel and practical DIAD-promoted oxidative cyanomethylation of alkenes with acetonitrile by copper catalysis was developed, in which oxindoles bearing a nitrile moiety at the 3-position were synthesized efficiently via dual C–H bond cleavage of an arene and acetonitrile. This protocol demonstrated that DIAD served as a new promoter instead of commonly encountered AgF or base for the Csp3 –H functionalization of acetonitrile for the first time.