Preparation of 1,3‐Disubstituted‐5‐ cyano‐4,5‐dihydropyrazoles via 1,3‐Dipolar Cycloaddition of Nitrile Imine with Acrylonitrile | Zendy

Song LiPing | Zendy; Zhu ShiZheng | Zendy; Huang JiLing | Zendy

Premium

Preparation of 1,3‐Disubstituted‐5‐ cyano‐4,5‐dihydropyrazoles via 1,3‐Dipolar Cycloaddition of Nitrile Imine with Acrylonitrile

Author(s) -

Song LiPing,

Zhu ShiZheng,

Huang JiLing

Publication year - 2002

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.20020201121

Subject(s) - chemistry , nitrile , acrylonitrile , imine , benzene , aldehyde , cycloaddition , 1,3 dipolar cycloaddition , organic chemistry , acetonitrile , combinatorial chemistry , catalysis , polymer , copolymer

Oxidation of aldehyde 4‐chloro‐2, 3,5, 6‐tetrafluorophenylhydrazones (1) with [bis(acetoxy)iodo] benzene leads to the formation of nitrile imines (2) which can react in situ with acrylonitrile to produce l‐(4‐chloro‐2,3,5,6‐tetrafluorophenyl)‐3‐substituted‐5‐cyano‐4, 5‐dihydropyrazoles (3) in moderate to good yields. The structures of new compounds were fully confirmed by their spectral data and elemental analyses. A plausible reaction mechanism for the generation of nitrile imine is proposed.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research