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Research Article Open access CC BY 4.0

Synthesis of Novel Methylidene Bridged Quinazoline-Isoquinoline Alkaloids

Sherzod N. Zhurakulov, Burkhon Zh. Elmuradov, Valentina I. Vinogradova

Chemical Science International Journal · pp. 1–7 · Published 24 Aug 2015

10.9734/ACSJ/2015/19859

Abstract

Interaction of 3-hydroxymethylidene-1,2,3,9-tetrahydropyrrolo[2,1-b]-quinazolin-9-one (2) with 1H(aryl)-6,7-dimethoxytetrahydroisoquinolines (3a-f) leads to the formation of novel methylidene bridged quinazoline-isoquinoline alkaloids. By results of IR- and 1Н-NMR – spectroscopy are shown that the synthesized products have enamine form and E-configuration.  

3-hydroxymethylidene-1,2,3,9-tetrahydropyrrolo[2,1-b]-quinazolin-9-one 1H(aryl)-6,7-dimethoxytetrahydroisoquinolines nucleophilic substitution reactions E-configuration

References (3)

  1. 1 The chemistry of recently isolated naturally occurring quinazolinone alkaloids [DOI]
  2. 2 Polymorphic Nucleic Acid Binding of Bioactive Isoquinoline Alkaloids and Their Role in Cancer [DOI]
  3. 3 Concise and Efficient Synthesis of Bioactive Natural Products Pegamine, Deoxyvasicinone, and (−)-Vasicinone [DOI]

Cited by 5

Synthesis and spectroscopic characterization of 3-(3,4-dimethoxyphenylethylamino)-methylidene-1,2,3,9-tetrahydropyrrolo[2,1-b]-quinazolin-9-one and crystal structure of its hydrochloride

Sherzod Zhurakulov, Khayrulla Bobakulov, Akmaljon Tojiboev · Spectroscopy Letters · 2022

Stereochemistry of the methylidene-bridged quinazoline-isoquinoline alkaloid 3-{[6,7-dimethoxy-1-(4-nitrophenyl)-1,2,3,4-tetrahydroisoquinolin-2-yl]methylidene}-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-9-one methanol monosolvate

Akmal Tojiboev, Sherzod Zhurakulov, Valentina Vinogradova · Acta Crystallographica Section E Crystallographic Communications · 2020

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