Copper-catalyzed remote CH ethoxycarbonyldifluoromethylation of 8-aminoquinolines with bis(pinacolato)diboron as reductant. Issue 52 (27th December 2017)

• Record Type: Journal Article
• Authors: Han, Shuaijun; Liang, Apeng; Ren, Xiaoxiao; Gao, Xianying; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng
• Is Part Of: Tetrahedron letters. Volume 58:Issue 52(2017)
• Page Start: 4859
• Page End: 4863
• Publication Date: 2017-12-27
• Subjects: Bis(pinacolato)diboron -- Copper -- CH functionalization -- Ethoxycarbonyldifluoromethylation -- 8-Aminoquinolines; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2017.11.037
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A new approach to C5 ethoxycarbonyldifluoromethylation of quinolines. Copper/B2 pin2 -catalyzed system was applied. This catalytic system features mild conditions and good substrate tolerance. The ethoxycarbonyldifluoromethylation of naphthalenes at C4 was firstly achieved. The reaction proceeds under air. Abstract: A simple protocol for the copper/B2 pin2 -catalyzed CH ethoxycarbonyldifluoromethylation of 8-aminoquinoline scaffolds with functionalized difluoromethyl bromides and iodines was developed, affording the desired products in moderate to good yields. This reaction was carried out under mild conditions and features good substrate tolerance.