Microwave-assisted Piloty-Robinson synthesis of 3, 4-disubstituted pyrroles

BC Milgram, K Eskildsen, SM Richter…

Index: Milgram, Benjamin C.; Eskildsen, Katrine; Richter, Steven M.; Scheidt, W. Robert; Scheidt, Karl A. Journal of Organic Chemistry, 2007 , vol. 72, # 10 p. 3941 - 3944

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Citation Number: 62

Abstract

The synthesis of N-acyl 3, 4-disubstituted pyrroles can be accomplished directly from hydrazine and an aldehyde via a Piloty-Robinson pyrrole synthesis. The use of microwave radiation for the cyclization and pyrrole formation greatly reduces the time necessary for this process and facilitates moderate to good yields from hydrazine for the corresponding 3, 4- disubstituted products (5-12). By simple hydrolysis, the free NH pyrroles can be accessed ...

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