[4π + 2π] Cycloadditions of N-Acyl-Thioformamides

Abstract

Thiocarbonyl compounds, such as thioaldehydes and thioketones, are good dienophiles in the Diels-Alder reaction. Here we show that suitably substituted thioformamides can also be used in this reaction. A theoretical study of the [4π + 2π] cycloaddition of thiocarbonyls with butadiene has been performed and was used to determine the needed substituents.

KEY WORDS::

• Diels-Alder reaction
• Thioaldehydes
• Thioamides
• Thioformamides
• ab initio calculations