Approach to the Synthesis of 2,3-Disubstituted-3H-quinazolin-4-ones Mediated by Ph<inf>3</inf>P-I<inf>2</inf>

© 2017 American Chemical Society. Readily available N-substituted amides or their requisite carboxylic acids or acid chlorides have been used to construct 2,3-disubstituted-3H-quinazolin-4-ones in a one-pot procedure. Key transformation in this convergent approach involves Ph3P-I2-mediated formation...

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Main Authors: Wong Phakhodee, Sirilak Wangngae, Mookda Pattarawarapan
Format: Journal
Published: 2018
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Online Access:https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85027057783&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/56972
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-569722018-09-05T03:32:51Z Approach to the Synthesis of 2,3-Disubstituted-3H-quinazolin-4-ones Mediated by Ph<inf>3</inf>P-I<inf>2</inf> Wong Phakhodee Sirilak Wangngae Mookda Pattarawarapan Chemistry © 2017 American Chemical Society. Readily available N-substituted amides or their requisite carboxylic acids or acid chlorides have been used to construct 2,3-disubstituted-3H-quinazolin-4-ones in a one-pot procedure. Key transformation in this convergent approach involves Ph3P-I2-mediated formation of amidine upon condensation of an amide or the intermediate amide with methyl anthranilate. Cyclization of the amidine-tethered anthranilate then affords 2,3-disubstituted-3H-quinazolin-4-ones in good to excellent yields under mild conditions. 2018-09-05T03:32:51Z 2018-09-05T03:32:51Z 2017-08-04 Journal 15206904 00223263 2-s2.0-85027057783 10.1021/acs.joc.7b01322 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85027057783&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/56972
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
topic Chemistry
spellingShingle Chemistry
Wong Phakhodee
Sirilak Wangngae
Mookda Pattarawarapan
Approach to the Synthesis of 2,3-Disubstituted-3H-quinazolin-4-ones Mediated by Ph<inf>3</inf>P-I<inf>2</inf>
description © 2017 American Chemical Society. Readily available N-substituted amides or their requisite carboxylic acids or acid chlorides have been used to construct 2,3-disubstituted-3H-quinazolin-4-ones in a one-pot procedure. Key transformation in this convergent approach involves Ph3P-I2-mediated formation of amidine upon condensation of an amide or the intermediate amide with methyl anthranilate. Cyclization of the amidine-tethered anthranilate then affords 2,3-disubstituted-3H-quinazolin-4-ones in good to excellent yields under mild conditions.
format Journal
author Wong Phakhodee
Sirilak Wangngae
Mookda Pattarawarapan
author_facet Wong Phakhodee
Sirilak Wangngae
Mookda Pattarawarapan
author_sort Wong Phakhodee
title Approach to the Synthesis of 2,3-Disubstituted-3H-quinazolin-4-ones Mediated by Ph<inf>3</inf>P-I<inf>2</inf>
title_short Approach to the Synthesis of 2,3-Disubstituted-3H-quinazolin-4-ones Mediated by Ph<inf>3</inf>P-I<inf>2</inf>
title_full Approach to the Synthesis of 2,3-Disubstituted-3H-quinazolin-4-ones Mediated by Ph<inf>3</inf>P-I<inf>2</inf>
title_fullStr Approach to the Synthesis of 2,3-Disubstituted-3H-quinazolin-4-ones Mediated by Ph<inf>3</inf>P-I<inf>2</inf>
title_full_unstemmed Approach to the Synthesis of 2,3-Disubstituted-3H-quinazolin-4-ones Mediated by Ph<inf>3</inf>P-I<inf>2</inf>
title_sort approach to the synthesis of 2,3-disubstituted-3h-quinazolin-4-ones mediated by ph<inf>3</inf>p-i<inf>2</inf>
publishDate 2018
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85027057783&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/56972
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