Cu(i)- and Au(i)-catalyzed regioselective oxidation of diynes: divergent synthesis of N-heterocycles. Issue 18 (21st July 2021)

• Record Type: Journal Article
• Authors: Shen, Wen-Bo; Zhang, Ting-Ting; Zhang, Meng; Wu, Jing-Jing; Jiang, Xiao-Lei; Ru, Guang-Xin; Gao, Guang-Qin; Zhu, Xiu-Hong
• Is Part Of: Organic chemistry frontiers. Volume 8:Issue 18(2021)
• Page Start: 4960
• Page End: 4966
• Publication Date: 2021-07-21
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo00912e
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : The efficient and divergent construction of two types of valuable N-heterocycle is achieved easily, with the first example of the generation of α-oxo copper carbenes via copper-catalyzed oxidation of non-polarized alkynes. Abstract : Catalyst-dependent oxidative cyclization of diynes with pyridine N -oxides is achieved using an amide directing group. Non-polarized and aminated alkyne could be selectively activated by copper and gold, thus leading to divergent synthesis of a range of pyrroles and dihydroindeno[1, 2- c ]pyrrol-3(2 H )-ones. It should be noted that this difference might be attributed to the multicoordinated Cu center and the linearly aligned dicoordinated Au center.