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Vol. 25 No. 15 (2013): Vol 25 Issue 15

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Trifluoroacetic Acid: An Efficient Catalyst for Paal-Knorr Pyrrole Synthesis and Its Deprotection

https://doi.org/10.14233/ajchem.2013.15185
K. Narayanaswamy Venugopala
Department of Biotechnology and Food Technology, Durban University of Technology, Durban 4001, South Africa
Renuka T. Prasanna
Department of Polymer Science & Technology, Sri Krishna devaraya University, Anantapur-515 055, India
Bharti Odhav
Department of Biotechnology and Food Technology, Durban University of Technology, Durban 4001, South Africa

Corresponding Author(s) : K. Narayanaswamy Venugopala

katharigattav@dut.ac.za

Asian Journal of Chemistry, Vol. 25 No. 15 (2013): Vol 25 Issue 15

Abstract

In the present work, we demonstrated a simple and an efficient method for the condensation of substituted aryl/heteroaryl amines with acetonylacetone in the presence of trifluoro acetic acid to afford the corresponding 2,5-dimethyl-1-substitued pyrroles using Paal-Knorr synthesis in excellent yields. Trifluoroacetic acid was used under reflux condition for the deprotection of 2,5-dimethyl-1-substitued pyrroles to their corresponding substituted aryl/heteroaryl amines in moderate yields. 2,5-Dimethyl-1-substitued pyrrole were characterized by NMR and LC-MS. The yield of the compounds was found to be excellent.

Keywords

Deprotection Amine Trifluoroacetic acid Paal-Knorr pyrrole synthesis Protection Acetonylacetone
Narayanaswamy Venugopala, K., T. Prasanna, R., & Odhav, B. (2013). Trifluoroacetic Acid: An Efficient Catalyst for Paal-Knorr Pyrrole Synthesis and Its Deprotection. Asian Journal of Chemistry, 25(15), 8685–8689. https://doi.org/10.14233/ajchem.2013.15185
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