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AlCl 3 ‐Promoted Synthesis of 2‐Mercapto Benzoheterocycles by Using Sodium Dimethyldithiocarbamate as Thiocarbonyl Surrogate
Author(s) -
Liu Xing,
Zhang ShiBo,
Dong ZhiBing
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800993
Subject(s) - chemistry , bifunctional , thiazolidine , combinatorial chemistry , heteroatom , sodium , organic chemistry , catalysis , ring (chemistry)
A simple, expeditious and high‐efficiency synthetic method for the AlCl 3 ‐mediated one‐pot preparation of 2‐mercapto benzoheterocycles (2‐mercapto benzothiazoles, benzoxazoles and benzimidazoles) is described. By the treatment of a series of S, O and N heteroatoms containing bifunctional molecules with sodium dimethyldithiocarbamate in AlCl 3 , the desired benzoheterocycles are obtained smoothly. The protocol can also be applied on the synthesis of a series of thiazolidine‐2‐thiones, imidazolidine‐2‐thiones. This novel synthetic approach has advantages such as ligand‐free, high efficiency, short reaction time, readily available starting materials and simple experimental procedures.