Metal-free C(sp3)–H oxidation of 2-methylquinolines with PIDA under microwave irradiation. Issue 37 (14th September 2016)

• Record Type: Journal Article
• Authors: Jiang, Long; Huang, Yingyi; Yan, Yiyan; Xie, Yuanyuan
• Is Part Of: Tetrahedron letters. Volume 57:Issue 37(2016)
• Page Start: 4149
• Page End: 4151
• Publication Date: 2016-09-14
• Subjects: Oxidation -- 2-Methylquinolines -- PIDA -- Microwave -- H2O; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.07.107
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A metal-free and efficient protocol is described for the sp 3 C–H bond oxidative functionalization of 2-methylquinolines. A range of 2-quinolinecarboxaldehydes have been synthesized. The mechanism of the transformation has been discussed. Abstract: An efficient metal-free protocol has been developed for the sp 3 C–H bond oxidation of 2-methylquinolines in the presence of PIDA under microwave irradiation, providing 2-quinolinecarboxaldehydes with moderate to high yields and excellent selectivities. A wide range of 2-quinolinecarboxaldehydes with different functional groups have been synthesized. A tentative mechanism has been presented to explain this highly selective oxidation process.