A Base- and Metal-free Protocol for the Synthesis of 2-Aryl/heteroaryl Thiazolines

作者：Chaudhary Shweta; Milton Marilyn D^*; Garg Parul

来源：ChemistrySelect, 2017, 2(2): 650-654.

DOI：10.1002/slct.201601553

• Cyclization
• Heterocycles
• Nitriles
• Synthetic Methods
• Thiazolines

A simple and efficient base- and metal- free protocol for the synthesis of 2-aryl/heteroarylthiazoline from aryl/heteroaryl nitriles and cysteamine hydrochloride is reported. This method is applicable to a series of aryl/heteroaryl nitriles containing different substituents such as halides, amines, substituted azoles, etc. and furnishes the corresponding thiazolines in upto 99% yields. A selective synthesis of mono- or bis-thiazoline in more than 90% yield was also observed by modifying the duration of the reaction. This novel methodology has been utilized for the synthesis of some important 2-aryl/heteroarylthiazoline scaffolds which form a part of many biologically active molecules. A probable reaction mechanism involving the formation of highly activated arylimino chloride is also given.

• 出版日期2017-1