Catalyst-Free Synthesis of Polysubstituted 5-Acylamino-1,3-Thiazoles via Hantzsch Cyclization of α-Chloroglycinates
A catalyst-free heterocyclization reaction of α-chloroglycinates with thiobenzamides or thioureas leading to 2,4-disubstituted-5-acylamino-1,3-thiazoles has been developed. The methodology provides straightforward access to valuable building blocks for pharmaceutically relevant compounds.
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MDPI AG
2019-10-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/24/21/3846 |
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doaj-0e9dff025e6f4395bfa4caa2e5bd97062020-11-25T00:10:07ZengMDPI AGMolecules1420-30492019-10-012421384610.3390/molecules24213846molecules24213846Catalyst-Free Synthesis of Polysubstituted 5-Acylamino-1,3-Thiazoles via Hantzsch Cyclization of α-ChloroglycinatesMara Tomassetti0Gabriele Lupidi1Pamela Piermattei2Federico V. Rossi3Samuele Lillini4Gianluca Bianchini5Andrea Aramini6Marco A. Ciufolini7Enrico Marcantoni8Dompé Farmaceutici S.p.A., Via Pietro Castellino, Napoli 80131, ItalySchool of Science and Technology, Chemistry Division, University of Camerino, Camerino 62032, ItalySchool of Science and Technology, Chemistry Division, University of Camerino, Camerino 62032, ItalySchool of Science and Technology, Chemistry Division, University of Camerino, Camerino 62032, ItalyDompé Farmaceutici S.p.A., Via Pietro Castellino, Napoli 80131, ItalyDompé Farmaceutici S.p.A., Via Campo di Pile, L’Aquila 67100, ItalyDompé Farmaceutici S.p.A., Via Pietro Castellino, Napoli 80131, ItalyDepartment of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, CanadaSchool of Science and Technology, Chemistry Division, University of Camerino, Camerino 62032, ItalyA catalyst-free heterocyclization reaction of α-chloroglycinates with thiobenzamides or thioureas leading to 2,4-disubstituted-5-acylamino-1,3-thiazoles has been developed. The methodology provides straightforward access to valuable building blocks for pharmaceutically relevant compounds.https://www.mdpi.com/1420-3049/24/21/3846α-chloroglycinates5-acylamino-1,3-thiazoleshantzsch reaction |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Mara Tomassetti Gabriele Lupidi Pamela Piermattei Federico V. Rossi Samuele Lillini Gianluca Bianchini Andrea Aramini Marco A. Ciufolini Enrico Marcantoni |
| spellingShingle |
Mara Tomassetti Gabriele Lupidi Pamela Piermattei Federico V. Rossi Samuele Lillini Gianluca Bianchini Andrea Aramini Marco A. Ciufolini Enrico Marcantoni Catalyst-Free Synthesis of Polysubstituted 5-Acylamino-1,3-Thiazoles via Hantzsch Cyclization of α-Chloroglycinates Molecules α-chloroglycinates 5-acylamino-1,3-thiazoles hantzsch reaction |
| author_facet |
Mara Tomassetti Gabriele Lupidi Pamela Piermattei Federico V. Rossi Samuele Lillini Gianluca Bianchini Andrea Aramini Marco A. Ciufolini Enrico Marcantoni |
| author_sort |
Mara Tomassetti |
| title |
Catalyst-Free Synthesis of Polysubstituted 5-Acylamino-1,3-Thiazoles via Hantzsch Cyclization of α-Chloroglycinates |
| title_short |
Catalyst-Free Synthesis of Polysubstituted 5-Acylamino-1,3-Thiazoles via Hantzsch Cyclization of α-Chloroglycinates |
| title_full |
Catalyst-Free Synthesis of Polysubstituted 5-Acylamino-1,3-Thiazoles via Hantzsch Cyclization of α-Chloroglycinates |
| title_fullStr |
Catalyst-Free Synthesis of Polysubstituted 5-Acylamino-1,3-Thiazoles via Hantzsch Cyclization of α-Chloroglycinates |
| title_full_unstemmed |
Catalyst-Free Synthesis of Polysubstituted 5-Acylamino-1,3-Thiazoles via Hantzsch Cyclization of α-Chloroglycinates |
| title_sort |
catalyst-free synthesis of polysubstituted 5-acylamino-1,3-thiazoles via hantzsch cyclization of α-chloroglycinates |
| publisher |
MDPI AG |
| series |
Molecules |
| issn |
1420-3049 |
| publishDate |
2019-10-01 |
| description |
A catalyst-free heterocyclization reaction of α-chloroglycinates with thiobenzamides or thioureas leading to 2,4-disubstituted-5-acylamino-1,3-thiazoles has been developed. The methodology provides straightforward access to valuable building blocks for pharmaceutically relevant compounds. |
| topic |
α-chloroglycinates 5-acylamino-1,3-thiazoles hantzsch reaction |
| url |
https://www.mdpi.com/1420-3049/24/21/3846 |
| work_keys_str_mv |
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| _version_ |
1725409255288209408 |