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

Lu, Wenguang
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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 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

Ma, Tianting
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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 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

Huang, Shenlin
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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 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
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.
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