SO2ClF-Promoted Chlorooxidation of Tryptamine Derivatives: Synthesis of 3,3-Disubstituted Oxindoles

被引:1
作者
Zheng, Yu [1 ]
Lu, Wenguang [1 ]
Ma, Tianting [1 ]
Huang, Shenlin [1 ]
机构
[1] Nanjing Forestry Univ, Coll Chem Engn, Jiangsu Coinnovat Ctr Efficient Proc & Utilizat, Forest Resources Int Innovat Ctr Forest Chem & Mat, Nanjing 210037, Peoples R China
基金
中国国家自然科学基金;
关键词
3-chlorooxindoles; tryptamine derivatives; chlorooxidation; 3,3-disubstituted oxindoles; gram-scale reaction; ASYMMETRIC-SYNTHESIS; ENANTIOSELECTIVE BROMOCYCLIZATION; 3-BROMOOXINDOLES; CONSTRUCTION; ALKYLATION; 3-CHLOROOXINDOLES; TRANSFORMATION; CHLORINATION; ANNULATION; CHLORIDE;
D O I
10.1002/ajoc.202300552
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of tryptamine derivatives were transformed into their corresponding 3-chloro-2-oxidation products under simple and mild conditions. This protocol is an operationally simple system that utilizes a single reagent SO2ClF plays a dual role as both oxidant and chloride source and enables the construction of various 3,3-disubstituted oxindoles with good functional group tolerance. The transformations of the product highlight its potential synthetic applications.
引用
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页数:5
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