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Iron-Catalyzed Regiospecific Intermolecular Radical Cyclization of Anilines: Strategy for Assembly of 2,2-Disubstituted Indolines
Organic Letters ( IF 4.9 ) Pub Date : 2018-02-22 00:00:00 , DOI: 10.1021/acs.orglett.8b00176
Yang Ni 1 , Qile Yu 1 , Qihao Liu 1 , Honghua Zuo 1 , Huai-Bin Yu 1 , Wen-Jie Wei 1 , Rong-Zhen Liao 1 , Fangrui Zhong 1
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The first regiospecific catalytic intermolecular assembly of 2,2-disubstituted indolines has been developed. This protocol is based on a ligand and directing group free, iron-catalyzed radical [3 + 2] process, allowing efficient coupling of different N-sulfonylanilines with various α-substituted styrenes. Preliminary mechanistic studies elucidated the radical mechanism involving a reactive and versatile anilino radical and the importance of iron complex as a Lewis acid, rendering both the reactivity and regiospecificity of this transformation.

中文翻译:

铁催化的苯胺区域特异性分子间自由基环化反应:2,2-二取代的二氢吲哚的组装策略

已经开发了2,2-二取代的二氢吲哚的第一个区域特异性催化分子间组装体。该协议基于配体和直接的,无铁催化的基团[3 + 2]过程,可将不同的N-磺酰基苯胺与各种α-取代的苯乙烯有效偶联。初步的机理研究阐明了涉及反应性和多用途苯胺基自由基的自由基机理,以及铁络合物作为路易斯酸的重要性,从而使这种转化既具有反应性又具有区域特异性。
更新日期:2018-02-22
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