Nitrogen containing heterocycles have always constituted a subject of great interest due to their wide presence in biologically important compounds so the development of efficient methods for the preparation of pyrrole derivatives and formation of new pyrrole-based heterocyclic compounds are an attractive goal in heterocyclic chemistry. In this study, starting from dimethoxytetrahydrofurane and amino acid esters, unsubstituted pyrrole derivatives, and treatment of amino acid esters with convenient chloroenones 1,2-disubstituted and 1,2,4-trisubstituted pyrrole derivatives were synthesized without racemization. Reaction of unsubstituted pyrrole derivatives with norephedrine toward inter- and intramolecular cyclizations give new interesting heteropolycylic compounds with oxazole-pyrrole-pyrazine structures. Study continued with cyclization reaction of these synthesized substituted and unsubstituted pyrrole derivatives with BBr3 and new bicyclic pyrrole derivatives were obtained in moderate yield.
Identifer | oai:union.ndltd.org:METU/oai:etd.lib.metu.edu.tr:http://etd.lib.metu.edu.tr/upload/12613028/index.pdf |
Date | 01 January 2011 |
Creators | Subasi, Nuriye Tuna |
Contributors | Demir, Ayhan Sitki |
Publisher | METU |
Source Sets | Middle East Technical Univ. |
Language | English |
Detected Language | English |
Type | Ph.D. Thesis |
Format | text/pdf |
Rights | To liberate the content for public access |
Page generated in 0.0018 seconds