Cu/Ag‐Cocatalyzed Aerobic Oxidative Amination and CuCl2‐Mediated Aerobic Oxidative Chloroamination of Maleimides. Issue 32 (18th October 2016)

• Record Type: Journal Article
• Authors: An, Yu‐Long; Zhang, He‐Hui; Yang, Zhen‐Hua; Lin, Long; Zhao, Sheng‐Yin
• Is Part Of: European journal of organic chemistry. Issue 32(2016)
• Page Start: 5405
• Page End: 5414
• Publication Date: 2016-10-18
• Subjects: Nitrogen heterocycles -- Oxidation -- Amination -- Copper -- Silver -- Amines; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201600923
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : An efficient Cu(OAc)2 /Ag2 CO3 ‐cocatalyzed approach for the synthesis of 3‐aminomaleimides and 3‐amino‐4‐indolylmaleimides has been developed with satisfactory yields. A series of primary and secondary amines are compatible with this reaction. In addition, treatment of maleimides with primary amines using 1 equiv. of CuCl2 leads to the formation of chloroamination products such as 3‐amino‐4‐chloromaleimides by a radical‐type mechanism. Abstract : A new aerobic oxidative amination of maleimides catalyzed by Cu/Ag cocatalysts, and an aerobic oxidative chloroamination of maleimides mediated by CuCl2 have been developed. A series of 3‐aminomaleimides, 3‐amino‐4‐indolylmaleimides, and 3‐amino‐4‐chloromaleimides have been synthesized in satisfactory yields.