Tertiary Skipped Diynes: A Pluripotent Building Block for the Modular and Diversity‐Oriented Synthesis of Nitrogen Heterocycles

descriptionPublicationkeyboard_double_arrow_right Article 08 Mar 2010 English Publisher:WileyJournal:Chemistry – A European Journal, volume 16, pages 3,276-3,280 (issn: 0947-6539, eissn: 1521-3765,

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Authors: Tejedor, David; Lopez-Tosco, Sara; Gonzalez-Platas, Javier; Garcia-Tellado, Fernando;

doi: 10.1002/chem.200903577

pmid: 20175167

handle: 10261/132588 , 10553/53423

Tertiary Skipped Diynes: A Pluripotent Building Block for the Modular and Diversity‐Oriented Synthesis of Nitrogen Heterocycles

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Abstract

Dominos! The multivalent reactivity profile of tertiary skipped diynes has been conveniently exploited in the domino and diversity-oriented synthesis of fully substituted pyrazoles and 1, 4-diazepane derivatives (see scheme). The developed manifold is chemically efficient and simple to operate. In addition, the resulting Ncontaining heterocycles are obtained in a regio- and chemoselective manner. (Chemical Equation Presented) © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.

This research was supported by the Spanish Ministerio de Ciencia e Innovación, the European Regional Development Fund (CTQ2008-06806-C02-02), the Spanish MSC ISCIII (RETICS RD06/0020/1046), FUNCIS (REDESFAC PI01/06) and the Fundación Instituto Canario de Investigación del Cancer (FICI-G.I.N808/2007). S.L.-T. thanks the Spanish MEC for an FPU grant. The authors thank technician Anna Jurado Varona for her experimental assistance.

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Related Organizations

Spanish National Research Council
Spain
Instituto de Productos Naturales y Agrobiología
Spain
Canary Institute of Cancer Research
Spain
University of La Laguna
Spain

Keywords

Diynes, Cyclization, Heterocyclic Compounds, Nitrogen, Alkynes, Pyrazoles, Azepines

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