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; José I Borrell

doi:10.1021/ol052913+

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

Org Lett. 2006 Mar 2;8(5):847-50. doi: 10.1021/ol052913+.

Authors

Ofir Arad¹, Jordi Morros, Xavier Batllori, Jordi Teixidó, Santiago Nonell, José I Borrell

Affiliation

¹ Grup d'Enginyeria Molecular, Institut Químic de Sarrià, Universitat Ramon Llull, Via Augusta, 390, E-08017 Barcelona, Spain.

PMID: 16494456
DOI: 10.1021/ol052913+

Abstract

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.