Copper-catalyzed N-arylation of amines with aryliodonium ylides in water
Copper sulfate catalyzed an efficient, inexpensive, and environment-friendly protocol that has been developed for N-arylation of amines with 1,3-cyclohexadione-derived aryliodonium ylides in water as a green solvent. Aromatic primary amines substituted with electron-donating as well as electron-with...
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2023-07-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.19.76 |
| _version_ | 1797752318794399744 |
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| author | Kasturi U. Nabar Bhalchandra M. Bhanage Sudam G. Dawande |
| author_facet | Kasturi U. Nabar Bhalchandra M. Bhanage Sudam G. Dawande |
| author_sort | Kasturi U. Nabar |
| collection | DOAJ |
| description | Copper sulfate catalyzed an efficient, inexpensive, and environment-friendly protocol that has been developed for N-arylation of amines with 1,3-cyclohexadione-derived aryliodonium ylides in water as a green solvent. Aromatic primary amines substituted with electron-donating as well as electron-withdrawing groups on the aryl ring reacted smoothly with iodonium ylides to give the corresponding diarylamines with good to excellent yields. Also, secondary amines underwent N-arylation to deliver tertiary amines with moderate yields. |
| first_indexed | 2024-03-12T17:02:40Z |
| format | Article |
| id | doaj.art-2e40ef77869a4b7fada128fcc5c13262 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-03-12T17:02:40Z |
| publishDate | 2023-07-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-2e40ef77869a4b7fada128fcc5c132622023-08-07T08:43:26ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972023-07-011911008101410.3762/bjoc.19.761860-5397-19-76Copper-catalyzed N-arylation of amines with aryliodonium ylides in waterKasturi U. Nabar0Bhalchandra M. Bhanage1Sudam G. Dawande2Department of Chemistry, Institute of Chemical Technology, Nathalal Parekh Marg, Matunga East, Mumbai-400019, Maharashtra, India Department of Chemistry, Institute of Chemical Technology, Nathalal Parekh Marg, Matunga East, Mumbai-400019, Maharashtra, India Department of Chemistry, Indian Institute of Technology Madras, Chennai-600036, Tamilnadu, India Copper sulfate catalyzed an efficient, inexpensive, and environment-friendly protocol that has been developed for N-arylation of amines with 1,3-cyclohexadione-derived aryliodonium ylides in water as a green solvent. Aromatic primary amines substituted with electron-donating as well as electron-withdrawing groups on the aryl ring reacted smoothly with iodonium ylides to give the corresponding diarylamines with good to excellent yields. Also, secondary amines underwent N-arylation to deliver tertiary amines with moderate yields.https://doi.org/10.3762/bjoc.19.76aminesarylationc–n bond formationiodonium ylidesustainable |
| spellingShingle | Kasturi U. Nabar Bhalchandra M. Bhanage Sudam G. Dawande Copper-catalyzed N-arylation of amines with aryliodonium ylides in water Beilstein Journal of Organic Chemistry amines arylation c–n bond formation iodonium ylide sustainable |
| title | Copper-catalyzed N-arylation of amines with aryliodonium ylides in water |
| title_full | Copper-catalyzed N-arylation of amines with aryliodonium ylides in water |
| title_fullStr | Copper-catalyzed N-arylation of amines with aryliodonium ylides in water |
| title_full_unstemmed | Copper-catalyzed N-arylation of amines with aryliodonium ylides in water |
| title_short | Copper-catalyzed N-arylation of amines with aryliodonium ylides in water |
| title_sort | copper catalyzed n arylation of amines with aryliodonium ylides in water |
| topic | amines arylation c–n bond formation iodonium ylide sustainable |
| url | https://doi.org/10.3762/bjoc.19.76 |
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