Piperidine-Iodine as Efficient Dual Catalyst for the One-Pot, Three-Component Synthesis of Coumarin-3-Carboxamides
A simple and efficient one-pot, three-component synthetic method for the preparation of coumarin-3-carboxamides was carried out by the reaction of salicylaldehyde, aliphatic primary/secondary amines, and diethylmalonate. The protocol employs piperidine-iodine as a dual system catalyst and ethanol, a...
| Main Authors: | , , , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2022-07-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/14/4659 |
| _version_ | 1797416641972142080 |
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| author | Manuel Velasco Nancy Romero-Ceronio Rosalía Torralba Oswaldo Hernández Abreu Miguel A. Vilchis-Reyes Erika Alarcón-Matus Erika M. Ramos-Rivera David M. Aparicio Jacqueline Jiménez Eric Aguilar García David Cruz Cruz Clarisa Villegas Gómez Cuauhtémoc Alvarado |
| author_facet | Manuel Velasco Nancy Romero-Ceronio Rosalía Torralba Oswaldo Hernández Abreu Miguel A. Vilchis-Reyes Erika Alarcón-Matus Erika M. Ramos-Rivera David M. Aparicio Jacqueline Jiménez Eric Aguilar García David Cruz Cruz Clarisa Villegas Gómez Cuauhtémoc Alvarado |
| author_sort | Manuel Velasco |
| collection | DOAJ |
| description | A simple and efficient one-pot, three-component synthetic method for the preparation of coumarin-3-carboxamides was carried out by the reaction of salicylaldehyde, aliphatic primary/secondary amines, and diethylmalonate. The protocol employs piperidine-iodine as a dual system catalyst and ethanol, a green solvent. The main advantages of this approach are that it is a metal-free and clean reaction, has low catalyst loading, and requires no tedious workup. |
| first_indexed | 2024-03-09T06:06:09Z |
| format | Article |
| id | doaj.art-4063b8e1f1f345328c6bb7579d393268 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T06:06:09Z |
| publishDate | 2022-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-4063b8e1f1f345328c6bb7579d3932682023-12-03T12:02:47ZengMDPI AGMolecules1420-30492022-07-012714465910.3390/molecules27144659Piperidine-Iodine as Efficient Dual Catalyst for the One-Pot, Three-Component Synthesis of Coumarin-3-CarboxamidesManuel Velasco0Nancy Romero-Ceronio1Rosalía Torralba2Oswaldo Hernández Abreu3Miguel A. Vilchis-Reyes4Erika Alarcón-Matus5Erika M. Ramos-Rivera6David M. Aparicio7Jacqueline Jiménez8Eric Aguilar García9David Cruz Cruz10Clarisa Villegas Gómez11Cuauhtémoc Alvarado12División Académica de Ciencias Básicas, Universidad Juárez Autónoma de Tabasco, Carretera Cunduacán-Jalpa Km 1, Col. La Esperanza, Cunduacán C.P. 86690, Tabasco, MexicoDivisión Académica de Ciencias Básicas, Universidad Juárez Autónoma de Tabasco, Carretera Cunduacán-Jalpa Km 1, Col. La Esperanza, Cunduacán C.P. 86690, Tabasco, MexicoComplejo Regional Mixteca, Campus Izúcar de Matamoros, Benemérita Universidad Autónoma de Puebla, Carr. Atlixco-Izúcar de Matamoros 141, San Martín Alchichica, Izúcar de Matamoros C.P. 74570, Puebla, MexicoDivisión Académica de Ciencias Básicas, Universidad Juárez Autónoma de Tabasco, Carretera Cunduacán-Jalpa Km 1, Col. La Esperanza, Cunduacán C.P. 86690, Tabasco, MexicoDivisión Académica de Ciencias Básicas, Universidad Juárez Autónoma de Tabasco, Carretera Cunduacán-Jalpa Km 1, Col. La Esperanza, Cunduacán C.P. 86690, Tabasco, MexicoDivisión Académica de Ciencias Básicas, Universidad Juárez Autónoma de Tabasco, Carretera Cunduacán-Jalpa Km 1, Col. La Esperanza, Cunduacán C.P. 86690, Tabasco, MexicoDivisión Académica de Ciencias Básicas, Universidad Juárez Autónoma de Tabasco, Carretera Cunduacán-Jalpa Km 1, Col. La Esperanza, Cunduacán C.P. 86690, Tabasco, MexicoInstituto de Ciencias, Benemérita Universidad Autónoma de Puebla, Edif. IC-9 Complejo de Ciencias C.U. 72570, Puebla, MexicoFacultad de Ciencias Químicas, Benemérita Universidad Autónoma de Puebla, Puebla C.U. 72570, Puebla, MexicoFacultad de Ciencias Químicas, Benemérita Universidad Autónoma de Puebla, Puebla C.U. 72570, Puebla, MexicoDepartamento de Química, División de Ciencias Naturalesy Exactas, Universidad de Guanajuato, Noria Alta S/N 36050, Guanajuato, MexicoDepartamento de Química, División de Ciencias Naturalesy Exactas, Universidad de Guanajuato, Noria Alta S/N 36050, Guanajuato, MexicoDivisión Académica de Ciencias Básicas, Universidad Juárez Autónoma de Tabasco, Carretera Cunduacán-Jalpa Km 1, Col. La Esperanza, Cunduacán C.P. 86690, Tabasco, MexicoA simple and efficient one-pot, three-component synthetic method for the preparation of coumarin-3-carboxamides was carried out by the reaction of salicylaldehyde, aliphatic primary/secondary amines, and diethylmalonate. The protocol employs piperidine-iodine as a dual system catalyst and ethanol, a green solvent. The main advantages of this approach are that it is a metal-free and clean reaction, has low catalyst loading, and requires no tedious workup.https://www.mdpi.com/1420-3049/27/14/4659multicomponent reactionmolecular iodinecoumarin-3-carboxamides |
| spellingShingle | Manuel Velasco Nancy Romero-Ceronio Rosalía Torralba Oswaldo Hernández Abreu Miguel A. Vilchis-Reyes Erika Alarcón-Matus Erika M. Ramos-Rivera David M. Aparicio Jacqueline Jiménez Eric Aguilar García David Cruz Cruz Clarisa Villegas Gómez Cuauhtémoc Alvarado Piperidine-Iodine as Efficient Dual Catalyst for the One-Pot, Three-Component Synthesis of Coumarin-3-Carboxamides Molecules multicomponent reaction molecular iodine coumarin-3-carboxamides |
| title | Piperidine-Iodine as Efficient Dual Catalyst for the One-Pot, Three-Component Synthesis of Coumarin-3-Carboxamides |
| title_full | Piperidine-Iodine as Efficient Dual Catalyst for the One-Pot, Three-Component Synthesis of Coumarin-3-Carboxamides |
| title_fullStr | Piperidine-Iodine as Efficient Dual Catalyst for the One-Pot, Three-Component Synthesis of Coumarin-3-Carboxamides |
| title_full_unstemmed | Piperidine-Iodine as Efficient Dual Catalyst for the One-Pot, Three-Component Synthesis of Coumarin-3-Carboxamides |
| title_short | Piperidine-Iodine as Efficient Dual Catalyst for the One-Pot, Three-Component Synthesis of Coumarin-3-Carboxamides |
| title_sort | piperidine iodine as efficient dual catalyst for the one pot three component synthesis of coumarin 3 carboxamides |
| topic | multicomponent reaction molecular iodine coumarin-3-carboxamides |
| url | https://www.mdpi.com/1420-3049/27/14/4659 |
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