Copper catalyzed reduction of azides with diboron under mild conditions. Issue 14 (2nd April 2020)

• Record Type: Journal Article
• Authors: Liu, Liwen; Wang, Qianwen; Liu, Yu; Zhang, Xiao; Lu, Da; Deng, Shengqi; Gao, Yihua; Chen, Yang
• Is Part Of: Tetrahedron letters. Volume 61:Issue 14(2020)
• Publication Date: 2020-04-02
• Subjects: Azide -- Diboron -- Copper catalyzed -- Reduction; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2020.151702
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A general and practical copper catalyzed reduction of azides with B2 pin2 . Mild reaction conditions, good functional group tolerance, high chemoselectivity. Applicable to sterically hindered azides. Abstract: We report herein the first Cu catalyzed reduction of azides with B2 pin2 (pin = pinacolato) as the reductant under very mild conditions. A series of primary amines and amides were obtained in moderate to excellent yields with high chemoselectivity and good functional group tolerance. This reaction can be performed with a cheap copper salt, a simple NHC ligand and a diboron reagent.