Ultrasonicated Synthesis of N-Benzyl-2,3-substituted Morpholines, via the Mitsunobu Diol Cyclisation
A facile five step synthesis of N-benzyl-2,3-substituted morpholines (i-iii) was performed. The key steps were microwave assisted Friedel-crafts acylation and diol cyclization carried out via an ultra sonication of Mitsunobu reaction using DEAD (diethylazodicarboxylate), TPP in THF for 1 h. The morp...
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| Format: | Article |
| Language: | English |
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Wiley
2010-01-01
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| Series: | E-Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2010/931015 |
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| author | B. Jayachandra Reddy M. C. Somasekhara Reddy |
| author_facet | B. Jayachandra Reddy M. C. Somasekhara Reddy |
| author_sort | B. Jayachandra Reddy |
| collection | DOAJ |
| description | A facile five step synthesis of N-benzyl-2,3-substituted morpholines (i-iii) was performed. The key steps were microwave assisted Friedel-crafts acylation and diol cyclization carried out via an ultra sonication of Mitsunobu reaction using DEAD (diethylazodicarboxylate), TPP in THF for 1 h. The morpholine products were generated as diasteriomers (ii andiii) which has been separated by the column chromatography to good yield. The structure of compounds (i-iii) has been characterized by the spectral and chemical studies. |
| format | Article |
| id | doaj-art-3c80ef7a30784f618246d5058c181aef |
| institution | Kabale University |
| issn | 0973-4945 2090-9810 |
| language | English |
| publishDate | 2010-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | E-Journal of Chemistry |
| spelling | doaj-art-3c80ef7a30784f618246d5058c181aef2025-02-03T06:06:46ZengWileyE-Journal of Chemistry0973-49452090-98102010-01-01741184118910.1155/2010/931015Ultrasonicated Synthesis of N-Benzyl-2,3-substituted Morpholines, via the Mitsunobu Diol CyclisationB. Jayachandra Reddy0M. C. Somasekhara Reddy1Department of Basic Sciences, G.P.R.Engg. College (Autonomous), Kurnool-518 002, IndiaDepartment of Basic Sciences, G.P.R.Engg. College (Autonomous), Kurnool-518 002, IndiaA facile five step synthesis of N-benzyl-2,3-substituted morpholines (i-iii) was performed. The key steps were microwave assisted Friedel-crafts acylation and diol cyclization carried out via an ultra sonication of Mitsunobu reaction using DEAD (diethylazodicarboxylate), TPP in THF for 1 h. The morpholine products were generated as diasteriomers (ii andiii) which has been separated by the column chromatography to good yield. The structure of compounds (i-iii) has been characterized by the spectral and chemical studies.http://dx.doi.org/10.1155/2010/931015 |
| spellingShingle | B. Jayachandra Reddy M. C. Somasekhara Reddy Ultrasonicated Synthesis of N-Benzyl-2,3-substituted Morpholines, via the Mitsunobu Diol Cyclisation E-Journal of Chemistry |
| title | Ultrasonicated Synthesis of N-Benzyl-2,3-substituted Morpholines, via the Mitsunobu Diol Cyclisation |
| title_full | Ultrasonicated Synthesis of N-Benzyl-2,3-substituted Morpholines, via the Mitsunobu Diol Cyclisation |
| title_fullStr | Ultrasonicated Synthesis of N-Benzyl-2,3-substituted Morpholines, via the Mitsunobu Diol Cyclisation |
| title_full_unstemmed | Ultrasonicated Synthesis of N-Benzyl-2,3-substituted Morpholines, via the Mitsunobu Diol Cyclisation |
| title_short | Ultrasonicated Synthesis of N-Benzyl-2,3-substituted Morpholines, via the Mitsunobu Diol Cyclisation |
| title_sort | ultrasonicated synthesis of n benzyl 2 3 substituted morpholines via the mitsunobu diol cyclisation |
| url | http://dx.doi.org/10.1155/2010/931015 |
| work_keys_str_mv | AT bjayachandrareddy ultrasonicatedsynthesisofnbenzyl23substitutedmorpholinesviathemitsunobudiolcyclisation AT mcsomasekharareddy ultrasonicatedsynthesisofnbenzyl23substitutedmorpholinesviathemitsunobudiolcyclisation |