Diethyl 2,7-Dibromo-4H,5H- thieno[3,2-b:4,5-b‘]dipyrrole-3,6- dicarboxylate:  A Key Intermediate for a Diversity Oriented Synthesis of 2,7,12,17-Tetraarylporphycenes

Ofir Arad, Jordi Morros, Xavier Batllori, Jordi Teixidó, Santiago Nonell, and José I. Borrell*
Grup d'Enginyeria Molecular, Institut Qumic de Sarri, Universitat Ramon Llull, Via Augusta, 390, E-08017 Barcelona, Spain
Org. Lett., 2006, 8 (5), pp 847–850
DOI: 10.1021/ol052913+
Publication Date (Web): January 31, 2006
Copyright © 2006 American Chemical Society
*

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

, j.i.borrell@iqs.url.edu

Abstract

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A new Suzuki-based strategy for the synthesis of 4,4‘-diaryl (or heteroaryl)-substituted 2,2‘-bipyrroles (10), precursors of 2,7,12,17-tetraaryl (or heteroaryl)-substituted porphycenes, is described. Bromination of the previously described diethyl 4H,5H-thieno[3,2-b:4,5-b]dipyrrole-3,6-dicarboxylate afforded dibromo compound 19, which is the key intermediate of such strategy.

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History

  • Published In Issue March 02, 2006
  • Received December 1, 2005

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