Catalyst‐free Synthesis of Spiro[indoline‐3,1′‐pyrazolo[5,1‐a]isoquinolines]  via  Diastereoselective 1,3‐dipolar Cycloaddition under Mild Conditions | Zendy

Hu Fangzhi | Zendy; Chen Hui | Zendy; Zhang Minmin | Zendy; Yu Shuowen | Zendy; Xu Xiaoying | Zendy; Yuan Weicheng | Zendy; Zhang Xiaomei | Zendy

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Catalyst‐free Synthesis of Spiro[indoline‐3,1′‐pyrazolo[5,1‐a]isoquinolines] via Diastereoselective 1,3‐dipolar Cycloaddition under Mild Conditions

Author(s) -

Hu Fangzhi,

Chen Hui,

Zhang Minmin,

Yu Shuowen,

Xu Xiaoying,

Yuan Weicheng,

Zhang Xiaomei

Publication year - 2017

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.2903

Subject(s) - chemistry , cycloaddition , indoline , catalysis , 1,3 dipolar cycloaddition , combinatorial chemistry , organic chemistry

A highly efficient catalyst‐free1,3‐dipolar cycloaddition reaction of methyleneindolinones and C , N ‐cyclic azomethine imines was realized. The reactions afforded a large variety of spirooxindoles in high yields (up to 99%) and excellent diastereoselectivities (dr > 20:1). Furthermore, the configuration of one of the products was determined on the basis of X‐ray structural analysis. Accordingly, a possible transition‐state model was proposed.

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