Novel One-Pot Synthesis of 2-Substituted 3-Alkoxyisoindolin-1-imine Deri­vatives from 2-Cyanobenzaldehyde, Amine, and Alcohol

Sida Shen; Xingyu Xu; Min Lei; Lihong Hu

doi:10.1055/s-0032-1317472

Synthesis, Table of Contents

Synthesis 2012; 44(22): 3543-3549
DOI: 10.1055/s-0032-1317472

paper

Novel One-Pot Synthesis of 2-Substituted 3-Alkoxyisoindolin-1-imine Derivatives from 2-Cyanobenzaldehyde, Amine, and Alcohol

Sida Shen

^aSchool of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China

,

Xingyu Xu

^bShanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P. R. of China Fax: +86(21)20231965 Email: mlei@mail.shcnc.ac.cn Email: simmhulh@mail.shcnc.ac.cn

,

Min Lei*

^bShanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P. R. of China Fax: +86(21)20231965 Email: mlei@mail.shcnc.ac.cn Email: simmhulh@mail.shcnc.ac.cn

,

Lihong Hu*

^aSchool of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China

^bShanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P. R. of China Fax: +86(21)20231965 Email: mlei@mail.shcnc.ac.cn Email: simmhulh@mail.shcnc.ac.cn

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Abstract

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Abstract

A novel, one-pot procedure has been developed for the synthesis of 2-substituted 3-alkoxyisoindolin-1-imine derivatives via three-component condensation of 2-cyanobenzaldehyde, amine, and alcohol. The efficient and convenient reaction conditions provide the corresponding products from various substrates in good yields (65–96%) catalyzed by acetic acid. The straightforward procedure is a valid contribution to methods for the synthesis of isoindolin-1-imine derivatives.

Key words

2-cyanobenzaldehyde - isoindolin-1-imine - multicomponent reaction - 3-alkoxyisoindolin-1-imine

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References

References

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Supplementary Material

Supporting Information

Novel One-Pot Synthesis of 2-Substituted 3-Alkoxyisoindolin-1-imine Deri­vatives from 2-Cyanobenzaldehyde, Amine, and Alcohol

Novel One-Pot Synthesis of 2-Substituted 3-Alkoxyisoindolin-1-imine Derivatives from 2-Cyanobenzaldehyde, Amine, and Alcohol