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Direct alkylation of pyrrole with vinyl substituted aromatics: versatile precursors for the synthesis of porphyrinoid macrocycles

Authors
Hong, Seong-JinJeong, Seung-DooYoo, JaedukKim, Jong SeungYoon, JuyoungLee, Chang-Hee
Issue Date
23-6월-2008
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Citation
TETRAHEDRON LETTERS, v.49, no.26, pp.4138 - 4141
Indexed
SCIE
SCOPUS
Journal Title
TETRAHEDRON LETTERS
Volume
49
Number
26
Start Page
4138
End Page
4141
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/123363
DOI
10.1016/j.tetlet.2008.04.119
ISSN
0040-4039
Abstract
5-Substituted dipyrromethane analogues (8), (23) and (25) were synthesized by the reaction of 2-vinyl-pyrroles, 2-vinylthiophene or 2-vinylbenzenes with excess pyrrole in the presence of Lewis acids. Accordingly, tripyrromethane analogues could be obtained by starting with 2,5-divinyl thiophene or 2,6-divinylbenzenes. The reaction usually gave moderate yields and catalyst-dependent was seen in some cases. The reaction is compatible with other reported dipyrromethane syntheses and could be applied for the construction of unusual porphyrins. (C) 2008 Elsevier Ltd. All rights reserved.
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