Microwave-assisted hydrogenation reactions

ORGN 690

Grace S. Vanier, grace.vanier@cem.com, Synthesis Divison, CEM Corporation, P.O. Box 200, 3100 Smith Farm Rd, Matthews, NC 28106
Hydrogenation is one of the most widely used chemical transformations by organic and medicinal chemists. These reactions often require long reaction times and harsh reaction conditions to achieve complete conversion to product. Therefore, hydrogenation reactions can greatly benefit from the use of microwave irradiation to accelerate the reaction. Unfortunately, there is not a generally applicable method for performing hydrogenation reactions in a microwave. A simple system has been developed for the introduction of hydrogen gas into a microwave reaction, and this system has been used to perform a variety of hydrogenation reactions. For example, hydrogenation of alkenes, alkynes, nitro compounds, imines, carbobenzyloxy protected amines, and pyridine derivatives to give the corresponding reduced product proceeds in high yields. All of these reactions required no more than 20 minutes to reach complete conversion at moderate temperatures (80-100 °C).