CuI/CuBr2-catalyzed decarboxylative/A3 reaction of propiolic acids for the facile synthesis of 1, 4-diheterocycle-2-butynes. Issue 41 (7th October 2015)

• Record Type: Journal Article
• Authors: Feng, Huangdi; Zhao, Panfeng; Sun, Zhihua
• Is Part Of: Tetrahedron letters. Volume 56:Issue 41(2015)
• Page Start: 5676
• Page End: 5680
• Publication Date: 2015-10-07
• Subjects: 1, 4-Diheterocycle-2-butynes -- Decarboxylative coupling -- A3 reaction -- Copper catalyst; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.08.075
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: A novel and efficient microwave-assisted protocol to 1, 4-diheterocycle-2-butynes was successfully developed. The method is based on one-pot copper-catalyzed A 3 reaction/decarboxylative coupling of a propiolic acid, a formaldehyde, and a 1, 2- or 1, 3-amino alcohol. This multicomponent coupling reaction provides a straight forward access to introduction oxazolidine or 1, 3-oxazinane at the 1, 4-position of a but-2-yne from readily available starting materials. 1, 4-Diheterocycle-2-butynes with diverse substitution patterns are obtained in moderate to good yields.