Copper-Catalyzed Sulfonyl Radical-Enabled Regioselective Cyclization of 1,6-Enynes

被引:16
作者
Zhang, Jun-Yao [1 ]
Bao, Wen-Hui [1 ]
Qin, Fu-Hua [1 ]
Lei, Ke-Wei [1 ]
Li, Qiang [2 ]
Wei, Wen-Ting [1 ]
机构
[1] Ningbo Univ, Sch Mat Sci & Chem Engn, Ningbo 315211, Zhejiang, Peoples R China
[2] Liaocheng Univ, Inst Funct Organ Mol & Mat, Sch Chem & Chem Engn, Liaocheng 252059, Shandong, Peoples R China
基金
中国国家自然科学基金;
关键词
Copper; radical cascade cyclization; 1; 6-enynes; sulfonyl hydrazides; CARBONYL ALKYL BROMIDES; METAL-FREE; CASCADE SYNTHESIS; VINYL SULFONES; HYDRAZIDES; ALCOHOLS; ALKENES; SULFONYLHYDRAZIDES; FUNCTIONALIZATION; 1,7-ENYNES;
D O I
10.1002/ajoc.201900539
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed cascade cyclization of 1,6-enynes with sulfonyl hydrazides for producing various sulfonyl-substituted gamma-lactams is described. This sulfonyl radical-enabled cyclization reaction features excellent regioselectivity, mild conditions and broad substrate scope, enabling the formation of new C-S and C-C bonds through radical sulfonylation, intramolecular cyclization and hydrogen abstraction. Moreover, relevant experiments have been carried out to probe a possible mechanism.
引用
收藏
页码:2050 / 2053
页数:4
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