✦ LIBER ✦

First example of the groebke mcr using hydoxybenzal dehydes and substituted 2-aminopyrimidines

✍ Scribed by Anatoliy I. Polyakov; Vera A. Eryomina; Lidiya A. Medvedeva; Nadezhda I. Tihonova; LeoniD. G. Voskressensky

Publisher: Journal of Heterocyclic Chemistry
Year: 2008
Tongue: English
Weight: 338 KB
Volume: 45
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570450606

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

magnified image

A three component condensation of 2‐aminopyrimidines, isocyanides and 4‐hydroxybenzaldehydes was studied. 3‐Amino‐2‐(4‐hydroxyphenyl)imidazo[1,2‐a]pyrimidine derivatives were obtained in moderate yields. Using 4‐hydroxy‐3,5‐dimethoxybenzaldehyde and 2‐aminopyrimidine as starting materials in the condensation led to mixtures of isomeric 2‐ and 3‐aminoimidazo[1,2‐a]pyrimidines. It was demonstrated, that the regiospecificity of this reaction is mainly defined by the steric hindrance of substituents on the pyrimidine nucleus and the carbonyl activity of the corresponding aldehydes.

📜 SIMILAR VOLUMES

ChemInform Abstract: First Example of th

ChemInform Abstract: First Example of the Groebke MCR Using Hydroxybenzaldehydes and Substituted 2-Aminopyrimidines.

✍ Anatoliy I. Polyakov; Vera A. Eryomina; Lidiya A. Medvedeva; Nadezhda I. Tihonov 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 31 KB 👁 1 views

ChemInform Abstract: The First Example o

ChemInform Abstract: The First Example of the 1-Chalcogene-Substituted Formylolefination of the Ketones and Aldehydes Using 1-Lithio-2-ethoxyvinyl Chalcogenides.

✍ M. YOSHIMATSU; K. OGURI; K. IKEDA; S. GOTOH 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 37 KB

The First Example of 2,2-Dilithiocyanocy

The First Example of 2,2-Dilithiocyanocyclopropanes: Generation from 2-Bromo-2-sulfinylcyanocyclopropanes with tert-Butyllithium, Property, and a Synthesis of Fully Substituted Cyanocyclopropanes.

✍ Iori Fukushima; Youhei Gouda; Tsuyoshi Satoh 📂 Article 📅 2007 🏛 John Wiley and Sons ⚖ 21 KB

ChemInform Abstract: The First Tandem [2

ChemInform Abstract: The First Tandem [2 + 2] Cycloaddition—Michael Reaction Using Ynolates: Facile Construction of Substituted Carbocycles.

✍ Mitsuru Shindo; Kenji Matsumoto; Yusuke Sato; Kozo Shishido 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

Mass Spectra of New Functionally Substit

Mass Spectra of New Functionally Substituted Heterocycles. Part 5. First Example of McLafferty Rearrangement in the Series of 5-(1-Ethoxyethoxy)-2,3-dihydropyridines and 3-(1-Ethoxyethoxy)pyridines Derived from α-Lithiated 1-(1-Ethoxyethoxy)allene and Methoxymethyl Isothiocyanate.

✍ L. V. Klyba; N. A. Nedolya; N. I. Shlyakhtina; E. R. Zhanchipova 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 9 KB 👁 1 views