Catalytic role of PPh<inf>3</inf> and its polymer bound analog in the amidation of carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine

© 2015 Elsevier Ltd. Abstract The catalytic role of PPh < inf > 3 < /inf > and its polymer bound analog was investigated in the 2,4,6-trichloro-1,3,5-triazine (TCT) mediated amidation of carboxylic acids. In the presence of inorganic bases which were inert toward TCT, carboxylic acids r...

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Main Authors: Chuthamat Duangkamol, Subin Jaita, Sirilak Wangngae, Wong Phakhodee, Mookda Pattarawarapan
Format: Journal
Published: 2018
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http://cmuir.cmu.ac.th/jspui/handle/6653943832/44274
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spelling th-cmuir.6653943832-442742018-04-25T07:47:39Z Catalytic role of PPh&lt;inf&gt;3&lt;/inf&gt; and its polymer bound analog in the amidation of carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine Chuthamat Duangkamol Subin Jaita Sirilak Wangngae Wong Phakhodee Mookda Pattarawarapan Agricultural and Biological Sciences © 2015 Elsevier Ltd. Abstract The catalytic role of PPh < inf > 3 < /inf > and its polymer bound analog was investigated in the 2,4,6-trichloro-1,3,5-triazine (TCT) mediated amidation of carboxylic acids. In the presence of inorganic bases which were inert toward TCT, carboxylic acids rapidly reacted with amines to afford amides in good to excellent yields. The described method also enabled the synthesis of optically active protected dipeptides without racemization. Formation of triazinylphosphonium chloride during the PPh < inf > 3 < /inf > catalyzed acid activation was confirmed based on < sup > 31 < /sup > P NMR studies. 2018-01-24T04:40:14Z 2018-01-24T04:40:14Z 2015-07-27 Journal 18733581 00404039 2-s2.0-84937919104 10.1016/j.tetlet.2015.07.012 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84937919104&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/44274
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
topic Agricultural and Biological Sciences
spellingShingle Agricultural and Biological Sciences
Chuthamat Duangkamol
Subin Jaita
Sirilak Wangngae
Wong Phakhodee
Mookda Pattarawarapan
Catalytic role of PPh&lt;inf&gt;3&lt;/inf&gt; and its polymer bound analog in the amidation of carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine
description © 2015 Elsevier Ltd. Abstract The catalytic role of PPh < inf > 3 < /inf > and its polymer bound analog was investigated in the 2,4,6-trichloro-1,3,5-triazine (TCT) mediated amidation of carboxylic acids. In the presence of inorganic bases which were inert toward TCT, carboxylic acids rapidly reacted with amines to afford amides in good to excellent yields. The described method also enabled the synthesis of optically active protected dipeptides without racemization. Formation of triazinylphosphonium chloride during the PPh < inf > 3 < /inf > catalyzed acid activation was confirmed based on < sup > 31 < /sup > P NMR studies.
format Journal
author Chuthamat Duangkamol
Subin Jaita
Sirilak Wangngae
Wong Phakhodee
Mookda Pattarawarapan
author_facet Chuthamat Duangkamol
Subin Jaita
Sirilak Wangngae
Wong Phakhodee
Mookda Pattarawarapan
author_sort Chuthamat Duangkamol
title Catalytic role of PPh&lt;inf&gt;3&lt;/inf&gt; and its polymer bound analog in the amidation of carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine
title_short Catalytic role of PPh&lt;inf&gt;3&lt;/inf&gt; and its polymer bound analog in the amidation of carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine
title_full Catalytic role of PPh&lt;inf&gt;3&lt;/inf&gt; and its polymer bound analog in the amidation of carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine
title_fullStr Catalytic role of PPh&lt;inf&gt;3&lt;/inf&gt; and its polymer bound analog in the amidation of carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine
title_full_unstemmed Catalytic role of PPh&lt;inf&gt;3&lt;/inf&gt; and its polymer bound analog in the amidation of carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine
title_sort catalytic role of pph&lt;inf&gt;3&lt;/inf&gt; and its polymer bound analog in the amidation of carboxylic acids mediated by 2,4,6-trichloro-1,3,5-triazine
publishDate 2018
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84937919104&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/44274
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