Application of N-Acylbenzotriazoles in the Synthesis of 5-Substituted 2-Ethoxy-1,3,4-oxadiazoles as Building Blocks toward 3,5-Disubstituted 1,3,4-Oxadiazol-2(3H)-ones

Application of N-Acylbenzotriazoles in the Synthesis of 5-Substituted 2-Ethoxy-1,3,4-oxadiazoles as Building Blocks toward 3,5-Disubstituted 1,3,4-Oxadiazol-2(3H)-ones

© 2017 American Chemical Society. 5-Substituted-2-ethoxy-1,3,4-oxadiazoles were conveniently prepared through a one-pot sequential N-acylation/dehydrative cyclization between ethyl carbazate and N-acylbenzotriazoles in the presence of Ph3P-I2as a dehydrating agent. Subsequent treatment with a stoich...

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Main Authors: Sirawit Wet-Osot, Wong Phakhodee, Mookda Pattarawarapan
Format: Journal
Published: 2018
Subjects:
Chemistry
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http://cmuir.cmu.ac.th/jspui/handle/6653943832/56999
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-569992018-09-05T03:33:31Z Application of N-Acylbenzotriazoles in the Synthesis of 5-Substituted 2-Ethoxy-1,3,4-oxadiazoles as Building Blocks toward 3,5-Disubstituted 1,3,4-Oxadiazol-2(3H)-ones Sirawit Wet-Osot Wong Phakhodee Mookda Pattarawarapan Chemistry © 2017 American Chemical Society. 5-Substituted-2-ethoxy-1,3,4-oxadiazoles were conveniently prepared through a one-pot sequential N-acylation/dehydrative cyclization between ethyl carbazate and N-acylbenzotriazoles in the presence of Ph3P-I2as a dehydrating agent. Subsequent treatment with a stoichiometric amount of alkyl halides (X = Cl, Br, I) enables a rapid access to a variety of 3,5-disubstituted 1,3,4-oxadiazol-2(3H)-ones in good to excellent yields. 2018-09-05T03:33:31Z 2018-09-05T03:33:31Z 2017-01-01 Journal 15206904 00223263 2-s2.0-85029484222 10.1021/acs.joc.7b01863 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85029484222&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/56999
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
topic Chemistry
spellingShingle Chemistry
Sirawit Wet-Osot
Wong Phakhodee
Mookda Pattarawarapan
Application of N-Acylbenzotriazoles in the Synthesis of 5-Substituted 2-Ethoxy-1,3,4-oxadiazoles as Building Blocks toward 3,5-Disubstituted 1,3,4-Oxadiazol-2(3H)-ones
description © 2017 American Chemical Society. 5-Substituted-2-ethoxy-1,3,4-oxadiazoles were conveniently prepared through a one-pot sequential N-acylation/dehydrative cyclization between ethyl carbazate and N-acylbenzotriazoles in the presence of Ph3P-I2as a dehydrating agent. Subsequent treatment with a stoichiometric amount of alkyl halides (X = Cl, Br, I) enables a rapid access to a variety of 3,5-disubstituted 1,3,4-oxadiazol-2(3H)-ones in good to excellent yields.
format Journal
author Sirawit Wet-Osot
Wong Phakhodee
Mookda Pattarawarapan
author_facet Sirawit Wet-Osot
Wong Phakhodee
Mookda Pattarawarapan
author_sort Sirawit Wet-Osot
title Application of N-Acylbenzotriazoles in the Synthesis of 5-Substituted 2-Ethoxy-1,3,4-oxadiazoles as Building Blocks toward 3,5-Disubstituted 1,3,4-Oxadiazol-2(3H)-ones
title_short Application of N-Acylbenzotriazoles in the Synthesis of 5-Substituted 2-Ethoxy-1,3,4-oxadiazoles as Building Blocks toward 3,5-Disubstituted 1,3,4-Oxadiazol-2(3H)-ones
title_full Application of N-Acylbenzotriazoles in the Synthesis of 5-Substituted 2-Ethoxy-1,3,4-oxadiazoles as Building Blocks toward 3,5-Disubstituted 1,3,4-Oxadiazol-2(3H)-ones
title_fullStr Application of N-Acylbenzotriazoles in the Synthesis of 5-Substituted 2-Ethoxy-1,3,4-oxadiazoles as Building Blocks toward 3,5-Disubstituted 1,3,4-Oxadiazol-2(3H)-ones
title_full_unstemmed Application of N-Acylbenzotriazoles in the Synthesis of 5-Substituted 2-Ethoxy-1,3,4-oxadiazoles as Building Blocks toward 3,5-Disubstituted 1,3,4-Oxadiazol-2(3H)-ones
title_sort application of n-acylbenzotriazoles in the synthesis of 5-substituted 2-ethoxy-1,3,4-oxadiazoles as building blocks toward 3,5-disubstituted 1,3,4-oxadiazol-2(3h)-ones
publishDate 2018
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85029484222&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/56999
_version_ 1681424797021503488

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