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Synthesis 2018; 50(11): 2255-2265
DOI: 10.1055/s-0037-1609491
DOI: 10.1055/s-0037-1609491
paper
Catalyst-Free Synthesis of 3-(2-Quinolinemethylene)-Substituted Isoindolinones in Water
We are grateful for financial support from the National Natural Science Foundation of China (Nos. 21572123, 21172138 and 21302117), the Fundamental Research Funds for the Central Universities (GK201601003 and GK201603047) and the Distinguished Doctoral Research Funds from Shaanxi Normal University (S2011YB04).Further Information
Publication History
Received: 05 November 2017
Accepted after revision: 05 March 2018
Publication Date:
28 March 2018 (online)
Abstract
A facile and environmentally benign approach toward the synthesis of novel 3-alkyl-substituted isoindolinones by three-component reactions of 2-formylbenzoic acids, primary amines and 2-methylazaarenes in water under catalyst- and additive-free conditions is described. This protocol features the direct construction of multiple C–N and C–C bonds via a tandem Mannich-type reaction and intramolecular cyclization in a one-pot fashion, affording the desired 3-(2-quinolinemethylene)-substituted isoindolinones in high to excellent yields.
Key words
multicomponent reactions - isoindolines - catalyst-free - Mannich-type reaction - cyclizationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1609491.
- Supporting Information
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