Palladium(0)-Catalyzed Synthesis of Indoles and Carbazoles from o- Alkenyl (Alkyl) Anilines via C-H Amination Cyclization

被引:0
作者
Zhao, Yinglin [1 ]
Yang, Xuesu [1 ]
Zhu, Yifei [1 ]
Yuan, Yuqin [1 ]
Wang, Ruitong [1 ]
Liu, Renhua [1 ]
机构
[1] East China Univ Sci & Technol, Engn Res Ctr Pharmaceut Proc Chem, Sch Pharm, Minist Educ, 130 Meilong Rd, Shanghai 200237, Peoples R China
基金
中国国家自然科学基金;
关键词
beta-C(sp(2))-H bond amination cyclization; Without any oxidants; Dehydrogenation; Waste-free; UNUSUAL 1,2-ARYL MIGRATION; METAL-FREE; REGIOSELECTIVE SYNTHESIS; C(SP(2))-H AMINATION; PALLADIUM; FUNCTIONALIZATION; 2-ALKENYLANILINES; 3,1-BENZOXAZINES; ALKENYLANILIDES; ALKALOIDS;
D O I
10.1002/ajoc.202400268
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Various indoles and carbazoles were synthesized from o-alkenyl anilines and o-aryl anilines by the beta-C(sp(2))-H bond amination cyclization without any oxidants or hydrogen acceptors. Likewise, employing o-alkyl anilines as substrates, indole products are also obtained by the beta-C(sp(3))-H bond amination cyclization, and dehydrogenation. In this cross-dehydrogenative coupling, many different functional groups are tolerated, and hydrogen gas is the only by-product, thereby providing an intrinsically waste-free approach for the synthesis of indoles and carbazoles.
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页数:6
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