Synthesis of 2,2-disubstituted-2H-1-benzopyrans using tetraphenylethylene-based heterogeneous acidic organocatalyst and the evaluation of their binding interaction with human serum albumin

A facile method for the synthesis of 2,2-disubstituted-2H-1-benzopyrans from easily accessible tertiary propargylic alcohols and phenolic derivatives is described using a sulfonated tetraphenylethylene-based hypercrosslinked polymer (THP-SO3H) as the heterogeneous organocatalyst. The organocatalyst can be easily recovered by filtration and reused up to five consecutive cycles with nominal loss in catalytic efficiency. The binding interaction of the synthesized benzopyrans with human serum albumin was investigated using fluorescence spectroscopy and molecular docking techniques.

Automated summary

This study presents a facile method for the synthesis of 2,2-disubstituted-2H-1-benzopyrans using easily accessible tertiary propargylic alcohols and phenolic derivatives. A sulfonated tetraphenylethylene-based hypercrosslinked polymer (THP-SO3H) was used as a heterogeneous organocatalyst. The catalyst can be easily recovered and reused up to five consecutive cycles with minimal loss in catalytic efficiency. The binding interaction of the synthesized benzopyrans with human serum albumin was investigated using fluorescence spectroscopy and molecular docking techniques.