An alternative approach to the synthesis of new 2-substitueted-4,9-dimethyl-9H-pyrimido[4,5-b]indole derivatives
Publish place: 27th Iranian Seminar on Organic Chemistry
Publish Year: 1398
نوع سند: مقاله کنفرانسی
زبان: English
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شناسه ملی سند علمی:
ISOC27_138
تاریخ نمایه سازی: 19 اسفند 1399
Abstract:
Pyrimido[4,5-b]indoles, fused tricyclic 6:5:6 compounds with three nitrogen atoms (2:1:0; positions 1, 3, and 9, and bicyclic 5:6 analogues, pyrrolo[2,3-d]pyrimidines), are of interest because of their extensive use as active ingredi-ents of pharmaceutical preparations.[1,2]Recently some of these compounds have been reported as useful new drugs in treatment of myocardial injury, pulmonary hyperten-sion, renal failure, Huntington’s chorea, as well as neuro-degenerative disorders such as Parkinson’s disease, Alzheimer’s disease and focal ischemia.[2] So far, several synthetic methods have been reported for the preparation of pyrimido[4,5-b]indole ring systems. The most common synthetic routes involve ring closure of 2,3 functionalized indoles, e.g. 2-aminoindole-3-carboxylates or 2-aminoindole-3-carbonitriles with CN atom fragments such as formamide or cyanamide.[2,3] In this study we have reported a new methode for the synthesis of five novel of 2-substitueted-4,9-dimethyl-9H-pyrimido[4,5-b]indole (3a-e) catalyzed by Pd(0) wherein the biologically active indole moiety is fused to a potent pyrimidine ring across the 4, -positions (Scheme 1).
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Authors
Hamid Azizollahi
Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad ۹۱۷۷۹۴۸۹۷۴, Iran.
Hossein Eshghi,
Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad ۹۱۷۷۹۴۸۹۷۴, Iran.
Mehdi Bakavoli
Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad ۹۱۷۷۹۴۸۹۷۴, Iran.