Synthesis and Bioactivity of Some New 3-Alkyl-2,4-diisopropyl-1,2,4,5-tetrahydro-benzo[e][1,3,2]-diazaphosphepine 3-sulfides/selenides
Preparation of a series of novel seven membered heterocyclic compounds, 3-alkyl-2,4-diisopropyl-1,2,4,5-tetrahydro-benzo[e][1,3,2] diazaphosphepine 3-sulfides / selenides (8a-l) was accomplished in four steps. The synthetic route involves α,α′-dibromo-o-xylene (1) with two moles of isopropylamine (2...
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| Format: | Article |
| Language: | English |
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Wiley
2008-01-01
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| Series: | E-Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2008/594036 |
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| author | Ch. Mohan C. Naga Raju A. Janardhan Rao |
| author_facet | Ch. Mohan C. Naga Raju A. Janardhan Rao |
| author_sort | Ch. Mohan |
| collection | DOAJ |
| description | Preparation of a series of novel seven membered heterocyclic compounds, 3-alkyl-2,4-diisopropyl-1,2,4,5-tetrahydro-benzo[e][1,3,2] diazaphosphepine 3-sulfides / selenides (8a-l) was accomplished in four steps. The synthetic route involves α,α′-dibromo-o-xylene (1) with two moles of isopropylamine (2) in the presence of triethylamine (TEA) in dry tetrahydrofuran (THF) at low temperature to form the compound 3. This on treatment with phosphorus tribromide (4) in the presence of TEA in dry THF to form the corresponding phosphorobromodite (5). This on subsequent reaction with different Grignard reagents (6) in dry THF under N2 atmosphere formed the compounds 7. They are converted to the corresponding sulfides and selenides (8a-l) by reacting them with sulfur and selenium respectively. Their structures were established by elemental analysis, IR, 1H, 13C, 31P NMR and mass spectral data. All the title compounds were screened for their
antibacterial activity. Most of the compounds exhibited significant antimicrobial activity. |
| format | Article |
| id | doaj-art-4d4cfc6f1a83469a8c169187f8f4ee81 |
| institution | Kabale University |
| issn | 0973-4945 2090-9810 |
| language | English |
| publishDate | 2008-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | E-Journal of Chemistry |
| spelling | doaj-art-4d4cfc6f1a83469a8c169187f8f4ee812025-02-03T01:31:09ZengWileyE-Journal of Chemistry0973-49452090-98102008-01-015347948610.1155/2008/594036Synthesis and Bioactivity of Some New 3-Alkyl-2,4-diisopropyl-1,2,4,5-tetrahydro-benzo[e][1,3,2]-diazaphosphepine 3-sulfides/selenidesCh. Mohan0C. Naga Raju1A. Janardhan Rao2Department of Chemistry, Sri Venkateswara University, Tirupati-517 502, IndiaDepartment of Chemistry, Sri Venkateswara University, Tirupati-517 502, IndiaDepartment of Chemistry, Sri Venkateswara University, Tirupati-517 502, IndiaPreparation of a series of novel seven membered heterocyclic compounds, 3-alkyl-2,4-diisopropyl-1,2,4,5-tetrahydro-benzo[e][1,3,2] diazaphosphepine 3-sulfides / selenides (8a-l) was accomplished in four steps. The synthetic route involves α,α′-dibromo-o-xylene (1) with two moles of isopropylamine (2) in the presence of triethylamine (TEA) in dry tetrahydrofuran (THF) at low temperature to form the compound 3. This on treatment with phosphorus tribromide (4) in the presence of TEA in dry THF to form the corresponding phosphorobromodite (5). This on subsequent reaction with different Grignard reagents (6) in dry THF under N2 atmosphere formed the compounds 7. They are converted to the corresponding sulfides and selenides (8a-l) by reacting them with sulfur and selenium respectively. Their structures were established by elemental analysis, IR, 1H, 13C, 31P NMR and mass spectral data. All the title compounds were screened for their antibacterial activity. Most of the compounds exhibited significant antimicrobial activity.http://dx.doi.org/10.1155/2008/594036 |
| spellingShingle | Ch. Mohan C. Naga Raju A. Janardhan Rao Synthesis and Bioactivity of Some New 3-Alkyl-2,4-diisopropyl-1,2,4,5-tetrahydro-benzo[e][1,3,2]-diazaphosphepine 3-sulfides/selenides E-Journal of Chemistry |
| title | Synthesis and Bioactivity of Some New 3-Alkyl-2,4-diisopropyl-1,2,4,5-tetrahydro-benzo[e][1,3,2]-diazaphosphepine 3-sulfides/selenides |
| title_full | Synthesis and Bioactivity of Some New 3-Alkyl-2,4-diisopropyl-1,2,4,5-tetrahydro-benzo[e][1,3,2]-diazaphosphepine 3-sulfides/selenides |
| title_fullStr | Synthesis and Bioactivity of Some New 3-Alkyl-2,4-diisopropyl-1,2,4,5-tetrahydro-benzo[e][1,3,2]-diazaphosphepine 3-sulfides/selenides |
| title_full_unstemmed | Synthesis and Bioactivity of Some New 3-Alkyl-2,4-diisopropyl-1,2,4,5-tetrahydro-benzo[e][1,3,2]-diazaphosphepine 3-sulfides/selenides |
| title_short | Synthesis and Bioactivity of Some New 3-Alkyl-2,4-diisopropyl-1,2,4,5-tetrahydro-benzo[e][1,3,2]-diazaphosphepine 3-sulfides/selenides |
| title_sort | synthesis and bioactivity of some new 3 alkyl 2 4 diisopropyl 1 2 4 5 tetrahydro benzo e 1 3 2 diazaphosphepine 3 sulfides selenides |
| url | http://dx.doi.org/10.1155/2008/594036 |
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