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A Straightforward One‐Pot Synthesis of 3,4‐Dihydroquinazoline‐2( 1H )‐thione Derivatives in Aqueous Organic Solvent
Author(s) -
Ding Qiuping,
Yao Shujuan,
Yang Qin,
Sang Xiaoyan,
Yu Weihua,
Peng Yiyuan
Publication year - 2015
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.2022
Subject(s) - chemistry , intramolecular force , tandem , nucleophile , aqueous solution , combinatorial chemistry , intermolecular force , solvent , functional group , substrate (aquarium) , organic chemistry , cascade reaction , molecule , catalysis , materials science , polymer , composite material , oceanography , geology
A novel and efficient method has been developed for the synthesis of a series of 3,4‐dihydroquinazoline‐2( 1H )‐thione derivatives in aqueous organic solvent starting from 3‐(2‐aminophenyl)acrylates with isothiocyanates via a tandem intermolecular nucleophilic addition/intramolecular Michael addition reaction under mild conditions. A broad substrate scope has been demonstrated, which shows wide functional group tolerance and chemical specialization. The efficiency of the methodology could make this process available on gram‐scale.