SYNTHESIS AND CYCLOADDITION REACTIONS OF PYRROLE-FUSED 3-SULFOLENES -A NEW VERSATILE ROUTE TO TETRABENZOPORPHYRINS

Authors
VICENTE MGH TOME AC WALTER A CAVALEIRO JAS
Citation
Mgh. Vicente et al., SYNTHESIS AND CYCLOADDITION REACTIONS OF PYRROLE-FUSED 3-SULFOLENES -A NEW VERSATILE ROUTE TO TETRABENZOPORPHYRINS, Tetrahedron letters, 38(20), 1997, pp. 3639-3642
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
20
Year of publication
1997
Pages
3639 - 3642
Database
ISI
SICI code
0040-4039(1997)38:20<3639:SACROP>2.0.ZU;2-2
Abstract
Pyrrole-fused 3-sulfolenes 2a,b were prepared from the corresponding a lpha,beta-unsaturated sulfone 1. These pyrroles undergo thermal extrus ion of sulfur dioxide to produce highly reactive o-quinodimethanes whi ch can be trapped in Diels-Alder reactions. The resulting pyrroles are important starting reagents in porphyrin synthesis. (C) 1997 Elsevier Science Ltd.