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Synthesis of Polyfunctionalized Pyrroles via a Tandem Reaction of Michael Addition and Intramolecular Cyanide-Mediated Nitrile-to-Nitrile Condensation

Sankar K. Guchhait* , Shailendra Sisodiya, Meenu Saini, Yesha V. Shah, Gulshan Kumar, Divine P Daniel, Neha Hura and Vikas Chaudhary

*Department of Medicinal Chemistry, National Institute of Pharmaceutical and Education Research (NIPER), Sector 67, SAS Nagar, Mohali, Punjab 160062, India, Email: skguchhaitniper.ac.in

S. K. Guchhait, S. Sisodiya, M. Saini, Y. V. Shah, G. Kumar, D. P. Daniel, N. Hura, V. Chaudhary, J. Org. Chem., 2018, 83, 5807-5815.

DOI: 10.1021/acs.joc.8b00465 (free Supporting Information)


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Abstract

Tetrasubstituted/functionalized NH-pyrroles can be synthesized from gem-diactivated acrylonitriles and TMSCN. The strategy utilizes the generation of vic-dinitrile via Michael addition and cyanide-mediated nitrile-to-nitrile cyclocondensation.

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Key Words

pyrroles


ID: J42-Y2018