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

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

1
, 1
, 2
 and 1,*
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
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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