Iodobenzene Dichloride/Zinc Chloride‐Mediated Synthesis of  N ‐Alkoxyindole‐3‐carbonitriles from 3‐Alkoxyimino‐2‐arylalkylnitriles via Intramolecular Heterocyclization | Zendy

Yun Zhongxiang | Zendy; Cheng Ran | Zendy; Sun Jiyun | Zendy; ZhangNegrerie Daisy | Zendy; Du Yunfei | Zendy

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Iodobenzene Dichloride/Zinc Chloride‐Mediated Synthesis of N ‐Alkoxyindole‐3‐carbonitriles from 3‐Alkoxyimino‐2‐arylalkylnitriles via Intramolecular Heterocyclization

Author(s) -

Yun Zhongxiang,

Cheng Ran,

Sun Jiyun,

ZhangNegrerie Daisy,

Du Yunfei

Publication year - 2018

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201701111

Subject(s) - chemistry , iodobenzene , hypervalent molecule , intramolecular force , reagent , zinc , chloride , iodide , iodine , lewis acids and bases , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis

A series of N ‐alkoxyindole‐3‐carbonitriles were synthesized, under mild conditions, via intramolecular heterocyclization of the readily available 3‐alkoxyimino‐2‐arylalkylnitriles mediated by iodobenzene dichloride/zinc chloride. The mechanism of the reaction proposes the formation of a key intermediate of nitrenium cation from a chlorination and dechlorination process facilitated by the hypervalent iodine reagent and Lewis acid respectively.

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