One-Pot Synthesis of C<inf>2</inf> Symmetric and Asymmetric N,N′,N″-Substituted Guanidines from Aryl Isothiocyanates and Amines
© Georg Thieme Verlag. Highly substituted guanidines were conveniently prepared through a one-pot reaction between aryl isothiocyanates and amines mediated by the Ph 3 P-I 2 /Et 3 N system. The C 2 -symmetric N,N′,N″-substituted guanidines were readily accessed using a 1:2 molar ratio of an aryl is...
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th-cmuir.6653943832-421562017-09-28T04:25:32Z One-Pot Synthesis of C<inf>2</inf> Symmetric and Asymmetric N,N′,N″-Substituted Guanidines from Aryl Isothiocyanates and Amines Wangngae S. Pattarawarapan M. Phakhodee W. © Georg Thieme Verlag. Highly substituted guanidines were conveniently prepared through a one-pot reaction between aryl isothiocyanates and amines mediated by the Ph 3 P-I 2 /Et 3 N system. The C 2 -symmetric N,N′,N″-substituted guanidines were readily accessed using a 1:2 molar ratio of an aryl isothiocyanate and an amine; while sequential addition of two different amines in equimolar ratios gave rise to asymmetric derivatives. Both primary and secondary amines were found to react preferentially with electron-deficient aryl isothiocyanates, rapidly providing guanidines in good yields under mild conditions. 2017-09-28T04:25:32Z 2017-09-28T04:25:32Z 2016-01-05 Journal 09365214 2-s2.0-84953410328 10.1055/s-0035-1561201 https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84953410328&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/42156 |
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© Georg Thieme Verlag. Highly substituted guanidines were conveniently prepared through a one-pot reaction between aryl isothiocyanates and amines mediated by the Ph 3 P-I 2 /Et 3 N system. The C 2 -symmetric N,N′,N″-substituted guanidines were readily accessed using a 1:2 molar ratio of an aryl isothiocyanate and an amine; while sequential addition of two different amines in equimolar ratios gave rise to asymmetric derivatives. Both primary and secondary amines were found to react preferentially with electron-deficient aryl isothiocyanates, rapidly providing guanidines in good yields under mild conditions. |
| format |
Journal |
| author |
Wangngae S. Pattarawarapan M. Phakhodee W. |
| spellingShingle |
Wangngae S. Pattarawarapan M. Phakhodee W. One-Pot Synthesis of C<inf>2</inf> Symmetric and Asymmetric N,N′,N″-Substituted Guanidines from Aryl Isothiocyanates and Amines |
| author_facet |
Wangngae S. Pattarawarapan M. Phakhodee W. |
| author_sort |
Wangngae S. |
| title |
One-Pot Synthesis of C<inf>2</inf> Symmetric and Asymmetric N,N′,N″-Substituted Guanidines from Aryl Isothiocyanates and Amines |
| title_short |
One-Pot Synthesis of C<inf>2</inf> Symmetric and Asymmetric N,N′,N″-Substituted Guanidines from Aryl Isothiocyanates and Amines |
| title_full |
One-Pot Synthesis of C<inf>2</inf> Symmetric and Asymmetric N,N′,N″-Substituted Guanidines from Aryl Isothiocyanates and Amines |
| title_fullStr |
One-Pot Synthesis of C<inf>2</inf> Symmetric and Asymmetric N,N′,N″-Substituted Guanidines from Aryl Isothiocyanates and Amines |
| title_full_unstemmed |
One-Pot Synthesis of C<inf>2</inf> Symmetric and Asymmetric N,N′,N″-Substituted Guanidines from Aryl Isothiocyanates and Amines |
| title_sort |
one-pot synthesis of c<inf>2</inf> symmetric and asymmetric n,n′,n″-substituted guanidines from aryl isothiocyanates and amines |
| publishDate |
2017 |
| url |
https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84953410328&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/42156 |
| _version_ |
1681422135922262016 |