Conjugate Addition of Nucleophiles to the Vinyl Function of 2-Chloro-4-vinylpyrimidine Derivatives

Conjugate Addition of Nucleophiles to the Vinyl Function of 2-Chloro-4-vinylpyrimidine Derivatives

Conjugate addition reaction of various nucleophiles across the vinyl group of 2-chloro-4-vinylpyrimidine, 2-chloro-4-(1-phenylvinyl)pyrimidine and 2-chloro-4-vinylquinazoline provides the corresponding 2-chloro-4-(2-substituted ethyl)pyrimidines and 2-chloro-4-(2-substituted ethyl)quinazolines. Trea...

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Main Authors: Lucjan Strekowski, Jarosław Sączewski, Jeffrey Klenc, Ava Blake, Elizabeth Raux
Format: Article
Language:English
Published: MDPI AG 2010-03-01
Series:Molecules
Subjects:
conjugate addition
vinylpyrimidine
vinylquinazoline
Online Access:http://www.mdpi.com/1420-3049/15/3/1973/
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spelling doaj-00c7e93029244d9dad815f5c5c1016212020-11-24T23:33:36ZengMDPI AGMolecules1420-30492010-03-011531973198410.3390/molecules15031973Conjugate Addition of Nucleophiles to the Vinyl Function of 2-Chloro-4-vinylpyrimidine DerivativesLucjan StrekowskiJarosław SączewskiJeffrey KlencAva BlakeElizabeth RauxConjugate addition reaction of various nucleophiles across the vinyl group of 2-chloro-4-vinylpyrimidine, 2-chloro-4-(1-phenylvinyl)pyrimidine and 2-chloro-4-vinylquinazoline provides the corresponding 2-chloro-4-(2-substituted ethyl)pyrimidines and 2-chloro-4-(2-substituted ethyl)quinazolines. Treatment of these products, without isolation, with N-methylpiperazine results in nucleophilic displacement of chloride and yields the corresponding 2,4-disubstituted pyrimidines and quinazolines. http://www.mdpi.com/1420-3049/15/3/1973/conjugate additionvinylpyrimidinevinylquinazoline
collection DOAJ
language English
format Article
sources DOAJ
author Lucjan Strekowski
Jarosław Sączewski
Jeffrey Klenc
Ava Blake
Elizabeth Raux
spellingShingle Lucjan Strekowski
Jarosław Sączewski
Jeffrey Klenc
Ava Blake
Elizabeth Raux
Conjugate Addition of Nucleophiles to the Vinyl Function of 2-Chloro-4-vinylpyrimidine Derivatives
Molecules
conjugate addition
vinylpyrimidine
vinylquinazoline
author_facet Lucjan Strekowski
Jarosław Sączewski
Jeffrey Klenc
Ava Blake
Elizabeth Raux
author_sort Lucjan Strekowski
title Conjugate Addition of Nucleophiles to the Vinyl Function of 2-Chloro-4-vinylpyrimidine Derivatives
title_short Conjugate Addition of Nucleophiles to the Vinyl Function of 2-Chloro-4-vinylpyrimidine Derivatives
title_full Conjugate Addition of Nucleophiles to the Vinyl Function of 2-Chloro-4-vinylpyrimidine Derivatives
title_fullStr Conjugate Addition of Nucleophiles to the Vinyl Function of 2-Chloro-4-vinylpyrimidine Derivatives
title_full_unstemmed Conjugate Addition of Nucleophiles to the Vinyl Function of 2-Chloro-4-vinylpyrimidine Derivatives
title_sort conjugate addition of nucleophiles to the vinyl function of 2-chloro-4-vinylpyrimidine derivatives
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2010-03-01
description Conjugate addition reaction of various nucleophiles across the vinyl group of 2-chloro-4-vinylpyrimidine, 2-chloro-4-(1-phenylvinyl)pyrimidine and 2-chloro-4-vinylquinazoline provides the corresponding 2-chloro-4-(2-substituted ethyl)pyrimidines and 2-chloro-4-(2-substituted ethyl)quinazolines. Treatment of these products, without isolation, with N-methylpiperazine results in nucleophilic displacement of chloride and yields the corresponding 2,4-disubstituted pyrimidines and quinazolines.
topic conjugate addition
vinylpyrimidine
vinylquinazoline
url http://www.mdpi.com/1420-3049/15/3/1973/
work_keys_str_mv AT lucjanstrekowski conjugateadditionofnucleophilestothevinylfunctionof2chloro4vinylpyrimidinederivatives
AT jarosławsaczewski conjugateadditionofnucleophilestothevinylfunctionof2chloro4vinylpyrimidinederivatives
AT jeffreyklenc conjugateadditionofnucleophilestothevinylfunctionof2chloro4vinylpyrimidinederivatives
AT avablake conjugateadditionofnucleophilestothevinylfunctionof2chloro4vinylpyrimidinederivatives
AT elizabethraux conjugateadditionofnucleophilestothevinylfunctionof2chloro4vinylpyrimidinederivatives
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