Dual Role of Alkynyl Bromides in One-Step Synthesis of Bromo-Substituted Alkynyl Sulfides

Abstract

An atom-economical and environmentally friendly method for synthesis of bromo-substituted alkynyl sulfides has been developed. In the absence of any additive, alkynyl bromides could react with tetrahydrothiophene to give bromo-substituted alkynyl sulfides in moderate to perfect yields.

GRAPHICAL ABSTRACT

Keywords:

• Additive-free
• alkynyl bromide
• bromo-substituted alkynyl sulfides
• catalyst-free
• tetrahydrothiophene

Notes

^a Reaction conditions: 1a (0.30 mmol), base (3.0 equiv), solvent (2 mL), 24 h, 120 °C.

^b Isolated yield.

^c THT (5 equiv.).

^d 80 °C.

^e 140 °C.

^a Reaction conditions: 1a (0.3 mmol), THT (4 ml), 120 °C.

^b Isolated yield.