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Make O.,INSA Rouen | Dez I.,CNRS Laboratory of Molecular and Thio-Organic Chemistry | Levacher V.,INSA Rouen | Briere J.-F.,INSA Rouen
Angewandte Chemie - International Edition | Year: 2010

All paired up: Under catalytic phase-transfer conditions the formation of a chiral ion pair between quininium cation 1 and hydrazine anion 2 led to an enantioselective aza-Michael cyclocondensation domino reaction to furnish pyrazolines. A convenient one-pot protocol allowed exchange of the functional group (R1) on the nitrogen atom. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA. Source


Elmkaddem M.K.,CNRS Chemistry Institute of Rennes | Fischmeister C.,CNRS Chemistry Institute of Rennes | Thomas C.M.,Ecole Nationale Superieure de Chimie de Paris | Renaud J.-L.,CNRS Laboratory of Molecular and Thio-Organic Chemistry
Chemical Communications | Year: 2010

A copper(i) catalyzed amination reaction utilizing aqueous ammonia and operating under mild conditions is presented. This method was employed for the efficient synthesis of various aminopyridine derivatives bearing electron withdrawing and electron donating groups. © The Royal Society of Chemistry 2010. Source


Dassonneville B.,Johannes Gutenberg University Mainz | Witulski B.,CNRS Laboratory of Molecular and Thio-Organic Chemistry | Detert H.,Johannes Gutenberg University Mainz
European Journal of Organic Chemistry | Year: 2011

The total syntheses of the carboline alkaloids perlolyrine and "isoperlolyrine" are reported. Key-steps of the syntheses are Negishi coupling reactions on alkynylynamides and their metal-catalyzed [2+2+2] cycloadditions with nitriles to form the β- and γ-carboline cores. The choice of the catalyst strongly affects the β/γ ratio. Spectroscopic features of the γ-isomer are distinctly different from those of the naturally occurring isoperlolyrine. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Source


Welsch T.,CNRS Laboratory of Molecular and Thio-Organic Chemistry | Tran H.-A.,University of Alberta | Witulski B.,CNRS Laboratory of Molecular and Thio-Organic Chemistry
Organic Letters | Year: 2010

The combination of a modular assembly of enantiopure triynes and a powerful rhodium-catalyzed [2 + 2 + 2] alkyne cyclotrimerization reaction opens new and efficient entries to a set of alcyopterosins, including the first total synthesis of the alcyopterosins L, M, and C. © 2010 American Chemical Society. Source


Aubin Y.,CNRS Laboratory of Molecular and Thio-Organic Chemistry | Fischmeister C.,CNRS Chemistry Institute of Rennes | Thomas C.M.,Chimie Paristech | Renaud J.-L.,CNRS Laboratory of Molecular and Thio-Organic Chemistry
Chemical Society Reviews | Year: 2010

The traditional homogeneous access to aromatic amine derivatives is a nucleophilic aromatic substitution of the corresponding aryl halides. The halogen atom is usually relatively inert to amination reaction unless it is activated by the presence of electron withdrawing groups. Consequently, there has been particular emphasis over the past decade on the synthesis of metal complexes that are active catalysts for the preparation of aromatic amines. This tutorial review focuses on the use of metal-based complexes for the direct amination of aryl halides with ammonia. © 2010 The Royal Society of Chemistry. Source

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