Rapid and efficient thiocyanation of phenols, indoles, and anilines in 1,1,1,3,3,3-hexafluoro-2-propanol under ultrasound irradiation

ABSTRACT

An efficient ultrasound-promoted thiocyanation of phenols, indoles, and anilines in the presence of N-chlorosuccinimide and NH₄SCN using 1,1,1,3,3,3-hexafluoro-2-propanol as the solvent has been developed. The major features of the present protocol include the mild reaction conditions, short reaction times, good to excellent yields, and broad substrate scope. Moreover, scale-up synthesis can be achieved and the solvent can be easily recovered and reused.

GRAPHICAL ABSTRACT

KEYWORDS:

• 1,1,1,3,3,3-Hexafluoro-2-propanol
• green chemistry
• thiocyanation
• ultrasound irradiation

Acknowledgments

We gratefully acknowledge the National Natural Science Foundation of China (21302014), the Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology (BM2012110), and the Priority Academic Program Development (PAPD) of Jiangsu Higher Education Institutions and the Advanced Catalysis and Green Manufacturing Collaborative Innovation Center of Changzhou University for the financial support.

Additional information

Funding

This work was supported by the National Natural Science Foundation of China [Grant Number 21302014].