Ph<inf>3</inf>P/I<inf>2</inf>-mediated synthesis of N,N′,N″-substituted guanidines and 2-iminoimidazolin-4-ones from aryl isothiocyanates

Ph<inf>3</inf>P/I<inf>2</inf>-mediated synthesis of N,N′,N″-substituted guanidines and 2-iminoimidazolin-4-ones from aryl isothiocyanates

© 2017 American Chemical Society. A convenient one-pot procedure for the synthesis of acyclic and cyclic guanidines mediated by the Ph3P/I2system is described. Sequential condensation of aryl isothiocyanates with amines followed by dehydrosulfurization and guanylation could lead to both symmetric an...

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Main Authors: Sirilak Wangngae, Mookda Pattarawarapan, Wong Phakhodee
Format: Journal
Published: 2018
Subjects:
Chemistry
Online Access:https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85041612941&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/57001
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Institution: Chiang Mai University
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spelling th-cmuir.6653943832-570012018-09-05T03:33:32Z Ph<inf>3</inf>P/I<inf>2</inf>-mediated synthesis of N,N′,N″-substituted guanidines and 2-iminoimidazolin-4-ones from aryl isothiocyanates Sirilak Wangngae Mookda Pattarawarapan Wong Phakhodee Chemistry © 2017 American Chemical Society. A convenient one-pot procedure for the synthesis of acyclic and cyclic guanidines mediated by the Ph3P/I2system is described. Sequential condensation of aryl isothiocyanates with amines followed by dehydrosulfurization and guanylation could lead to both symmetric and unsymmetric N,N′,N″-substituted derivatives. Through a tandem guanylation-cyclization, a series of 2-iminoimidazolin-4-ones could also be prepared in good yields from the reaction of aryl isothiocyanates with amino acid methyl esters. 2018-09-05T03:33:32Z 2018-09-05T03:33:32Z 2017-01-01 Journal 15206904 00223263 2-s2.0-85041612941 10.1021/acs.joc.7b01794 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85041612941&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/57001
institution Chiang Mai University
building Chiang Mai University Library
country Thailand
collection CMU Intellectual Repository
topic Chemistry
spellingShingle Chemistry
Sirilak Wangngae
Mookda Pattarawarapan
Wong Phakhodee
Ph<inf>3</inf>P/I<inf>2</inf>-mediated synthesis of N,N′,N″-substituted guanidines and 2-iminoimidazolin-4-ones from aryl isothiocyanates
description © 2017 American Chemical Society. A convenient one-pot procedure for the synthesis of acyclic and cyclic guanidines mediated by the Ph3P/I2system is described. Sequential condensation of aryl isothiocyanates with amines followed by dehydrosulfurization and guanylation could lead to both symmetric and unsymmetric N,N′,N″-substituted derivatives. Through a tandem guanylation-cyclization, a series of 2-iminoimidazolin-4-ones could also be prepared in good yields from the reaction of aryl isothiocyanates with amino acid methyl esters.
format Journal
author Sirilak Wangngae
Mookda Pattarawarapan
Wong Phakhodee
author_facet Sirilak Wangngae
Mookda Pattarawarapan
Wong Phakhodee
author_sort Sirilak Wangngae
title Ph<inf>3</inf>P/I<inf>2</inf>-mediated synthesis of N,N′,N″-substituted guanidines and 2-iminoimidazolin-4-ones from aryl isothiocyanates
title_short Ph<inf>3</inf>P/I<inf>2</inf>-mediated synthesis of N,N′,N″-substituted guanidines and 2-iminoimidazolin-4-ones from aryl isothiocyanates
title_full Ph<inf>3</inf>P/I<inf>2</inf>-mediated synthesis of N,N′,N″-substituted guanidines and 2-iminoimidazolin-4-ones from aryl isothiocyanates
title_fullStr Ph<inf>3</inf>P/I<inf>2</inf>-mediated synthesis of N,N′,N″-substituted guanidines and 2-iminoimidazolin-4-ones from aryl isothiocyanates
title_full_unstemmed Ph<inf>3</inf>P/I<inf>2</inf>-mediated synthesis of N,N′,N″-substituted guanidines and 2-iminoimidazolin-4-ones from aryl isothiocyanates
title_sort ph<inf>3</inf>p/i<inf>2</inf>-mediated synthesis of n,n′,n″-substituted guanidines and 2-iminoimidazolin-4-ones from aryl isothiocyanates
publishDate 2018
url https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85041612941&origin=inward
http://cmuir.cmu.ac.th/jspui/handle/6653943832/57001
_version_ 1681424797382213632

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