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Molecules 2012, 17(4), 4508-4521; doi:10.3390/molecules17044508

The Suzuki Reaction Applied to the Synthesis of Novel Pyrrolyl and Thiophenyl Indazoles

1
Department of Chemistry, “Sapienza” University of Rome, P.le A. Moro 5, I-00185 Roma, Italy
2
Department of Mechanical and Industrial Engineering and CISDiC, University of Studies “Roma Tre”, via della Vasca Navale 79, I-00146 Roma, Italy
*
Author to whom correspondence should be addressed.
Received: 20 February 2012 / Revised: 5 April 2012 / Accepted: 9 April 2012 / Published: 16 April 2012
(This article belongs to the Section Organic Synthesis)
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Abstract

The paper describes the Suzuki cross-coupling of a variety of N and C-3 substituted 5-bromoindazoles with N-Boc-2-pyrrole and 2-thiopheneboronic acids. The reactions, performed in the presence of K2CO3, dimethoxyethane and Pd(dppf)Cl2 as catalyst, gave the corresponding adducts in good yields. The methodology allows the facile production of indazole-based heteroaryl compounds, a unique architectural motif that is ubiquitous in biologically active molecules.
Keywords: indazoles; pyrrole; thiophene; Suzuki cross-coupling; heterobiaryl compounds indazoles; pyrrole; thiophene; Suzuki cross-coupling; heterobiaryl compounds
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Migliorini, A.; Oliviero, C.; Gasperi, T.; Loreto, M.A. The Suzuki Reaction Applied to the Synthesis of Novel Pyrrolyl and Thiophenyl Indazoles. Molecules 2012, 17, 4508-4521.

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