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The Suzuki Reaction Applied to the Synthesis of Novel Pyrrolyl and Thiophenyl Indazoles
Department of Chemistry, “Sapienza” University of Rome, P.le A. Moro 5, I-00185 Roma, Italy
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; in revised form: 5 April 2012 / Accepted: 9 April 2012 / Published: 16 April 2012
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
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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.
Migliorini A, Oliviero C, Gasperi T, Loreto MA. The Suzuki Reaction Applied to the Synthesis of Novel Pyrrolyl and Thiophenyl Indazoles. Molecules. 2012; 17(4):4508-4521.
Migliorini, Antonella; Oliviero, Chiara; Gasperi, Tecla; Loreto, Maria Antonietta. 2012. "The Suzuki Reaction Applied to the Synthesis of Novel Pyrrolyl and Thiophenyl Indazoles." Molecules 17, no. 4: 4508-4521.