A Novel One-Pot and One-Step Microwave-Assisted Cyclization-Methylation Reaction of Amino Alcohols and Acetylated Derivatives with Dimethyl Carbonate and TBAC
A simple and efficient microwave-assisted methodology for the synthesis of 4-substituted-3-methyl-1,3-oxazolidin-2-ones from amino alcohols catalyzed by a ionic liquid was developed. This novel one-pot and one-step cyclization-methylation reaction represents an easier and faster method than any othe...
Saved in:
| Main Authors: | , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley
2014-01-01
|
| Series: | The Scientific World Journal |
| Online Access: | http://dx.doi.org/10.1155/2014/634935 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1832556226188148736 |
|---|---|
| author | Adrián Ochoa-Terán Leticia Guerrero Ignacio A. Rivero |
| author_facet | Adrián Ochoa-Terán Leticia Guerrero Ignacio A. Rivero |
| author_sort | Adrián Ochoa-Terán |
| collection | DOAJ |
| description | A simple and efficient microwave-assisted methodology for the synthesis of 4-substituted-3-methyl-1,3-oxazolidin-2-ones from amino alcohols catalyzed by a ionic liquid was developed. This novel one-pot and one-step cyclization-methylation reaction represents an easier and faster method than any other reported protocols that can be used to obtain the desired products in good yields and high purity. Applying microwave irradiation at 130°C in the presence of TBAC, dimethyl carbonate acts simultaneously as carbonylating and methylating agent and surprisingly promotes an in situ basic trans esterification when a N-acetylated amino alcohol is used as starting material. Furthermore, dimethyl carbonate worked better than diethyl carbonate in performing this reaction. |
| format | Article |
| id | doaj-art-df8d565ec4e2492bb3bda98762bad8be |
| institution | Kabale University |
| issn | 2356-6140 1537-744X |
| language | English |
| publishDate | 2014-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | The Scientific World Journal |
| spelling | doaj-art-df8d565ec4e2492bb3bda98762bad8be2025-02-03T05:46:08ZengWileyThe Scientific World Journal2356-61401537-744X2014-01-01201410.1155/2014/634935634935A Novel One-Pot and One-Step Microwave-Assisted Cyclization-Methylation Reaction of Amino Alcohols and Acetylated Derivatives with Dimethyl Carbonate and TBACAdrián Ochoa-Terán0Leticia Guerrero1Ignacio A. Rivero2Centro de Graduados e Investigación en Química del Instituto Tecnológico de Tijuana, Boulevard Alberto Limón Padilla S/N 22510 Tijuana, BC, MexicoÁrea de Ciencias Básicas e Ingenierías, Universidad Autónoma de Nayarit, Cd. de la Cultura Amado Nervo S/N 63190 Tepic, Nay, MexicoCentro de Graduados e Investigación en Química del Instituto Tecnológico de Tijuana, Boulevard Alberto Limón Padilla S/N 22510 Tijuana, BC, MexicoA simple and efficient microwave-assisted methodology for the synthesis of 4-substituted-3-methyl-1,3-oxazolidin-2-ones from amino alcohols catalyzed by a ionic liquid was developed. This novel one-pot and one-step cyclization-methylation reaction represents an easier and faster method than any other reported protocols that can be used to obtain the desired products in good yields and high purity. Applying microwave irradiation at 130°C in the presence of TBAC, dimethyl carbonate acts simultaneously as carbonylating and methylating agent and surprisingly promotes an in situ basic trans esterification when a N-acetylated amino alcohol is used as starting material. Furthermore, dimethyl carbonate worked better than diethyl carbonate in performing this reaction.http://dx.doi.org/10.1155/2014/634935 |
| spellingShingle | Adrián Ochoa-Terán Leticia Guerrero Ignacio A. Rivero A Novel One-Pot and One-Step Microwave-Assisted Cyclization-Methylation Reaction of Amino Alcohols and Acetylated Derivatives with Dimethyl Carbonate and TBAC The Scientific World Journal |
| title | A Novel One-Pot and One-Step Microwave-Assisted Cyclization-Methylation Reaction of Amino Alcohols and Acetylated Derivatives with Dimethyl Carbonate and TBAC |
| title_full | A Novel One-Pot and One-Step Microwave-Assisted Cyclization-Methylation Reaction of Amino Alcohols and Acetylated Derivatives with Dimethyl Carbonate and TBAC |
| title_fullStr | A Novel One-Pot and One-Step Microwave-Assisted Cyclization-Methylation Reaction of Amino Alcohols and Acetylated Derivatives with Dimethyl Carbonate and TBAC |
| title_full_unstemmed | A Novel One-Pot and One-Step Microwave-Assisted Cyclization-Methylation Reaction of Amino Alcohols and Acetylated Derivatives with Dimethyl Carbonate and TBAC |
| title_short | A Novel One-Pot and One-Step Microwave-Assisted Cyclization-Methylation Reaction of Amino Alcohols and Acetylated Derivatives with Dimethyl Carbonate and TBAC |
| title_sort | novel one pot and one step microwave assisted cyclization methylation reaction of amino alcohols and acetylated derivatives with dimethyl carbonate and tbac |
| url | http://dx.doi.org/10.1155/2014/634935 |
| work_keys_str_mv | AT adrianochoateran anovelonepotandonestepmicrowaveassistedcyclizationmethylationreactionofaminoalcoholsandacetylatedderivativeswithdimethylcarbonateandtbac AT leticiaguerrero anovelonepotandonestepmicrowaveassistedcyclizationmethylationreactionofaminoalcoholsandacetylatedderivativeswithdimethylcarbonateandtbac AT ignacioarivero anovelonepotandonestepmicrowaveassistedcyclizationmethylationreactionofaminoalcoholsandacetylatedderivativeswithdimethylcarbonateandtbac AT adrianochoateran novelonepotandonestepmicrowaveassistedcyclizationmethylationreactionofaminoalcoholsandacetylatedderivativeswithdimethylcarbonateandtbac AT leticiaguerrero novelonepotandonestepmicrowaveassistedcyclizationmethylationreactionofaminoalcoholsandacetylatedderivativeswithdimethylcarbonateandtbac AT ignacioarivero novelonepotandonestepmicrowaveassistedcyclizationmethylationreactionofaminoalcoholsandacetylatedderivativeswithdimethylcarbonateandtbac |