Michael Addition Reaction of Thioacetic Acid (AcSH) to Conjugated Alkenes Under Solvent- and Catalyst-Free Conditions

Abstract

A new and convenient procedure has been developed for the Michael addition reaction of thioacetic acid (AcSH) to a variety of conjugated alkenes under solvent- and catalyst-free conditions. These reactions proceeded in 5–60 min and produced the desired products in good to high yields.

Keywords:

• Catalyst-free
• conjugated alkenes
• Michael addition
• solvent-free
• thioacetic acid

Notes

^a Isolated yield.

^a Conditions: AcSH (2 equiv.).

^b Conditions: room temperature (except for entry 10).

^c Isolated yields.

^d Conditions: 50°C.

^a d.r. = 50–73%.

^b ee = 0–65%.

^c ee = 20–70%.