A Diversity-Oriented Strategy for the Construction of Tetrasubstituted Pyrroles via Coupled Domino Processes

David Tejedor,†‡ David González-Cruz,† Fernando García-Tellado,*† José Juan Marrero-Tellado,‡§ and Matías López Rodríguez§
Instituto de Productos Naturales y Agrobiologa, Consejo Superior de Investigaciones Cientficas, Avenida Astrofsico Francisco Snchez 3, 38206 La Laguna, Tenerife, Canary Islands, Spain, Instituto Canario de Investigacin del Cncer, and Instituto Universitario de Bioorgnica Antonio Gonzlez, Universidad de La Laguna, Avenida Astrofsico Francisco Snchez 2, 38206 La Laguna, Tenerife, Canary Islands, Spain
J. Am. Chem. Soc., 2004, 126 (27), pp 8390–8391
DOI: 10.1021/ja047396p
Publication Date (Web): June 19, 2004
Copyright © 2004 American Chemical Society
†

 Consejo Superior de Investigaciones Científicas.

,
‡

 Instituto Canario de Investigación del Cáncer (www.icic.es).

,
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

,
§

 Universidad de La Laguna.

, fgarcia@ipna.csic.es

Abstract

Abstract Image

A new microwave-assisted rearrangement of 1,3-oxazolidines scaffolds is the basis for a new, metal-free, direct, and modular construction of tetrasubstituted pyrroles from terminal-conjugated alkynes, aldehydes, and primary amines. This new reaction manifold entails two linked domino processes in a one-pot manner with both atom- and bond-efficiency and under very simple and environment-friendly experimental conditions.

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History

  • Published In Issue July 14, 2004
  • Received May 4, 2004

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