Synthesis 2012; 44(22): 3543-3549
DOI: 10.1055/s-0032-1317472
paper
© Georg Thieme Verlag Stuttgart · New York

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

Sida Shen
a  School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China
,
Xingyu Xu
b  Shanghai 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*
b  Shanghai 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*
a  School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. of China
b  Shanghai 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
› Author Affiliations
Further Information

Publication History

Received: 09 August 2012

Accepted after revision: 24 September 2012

Publication Date:
16 October 2012 (online)


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.

Supporting Information

 
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