Derivatives of phenyl tribromomethyl sulfone as novel compounds with potential pesticidal activity
A halogenmethylsulfonyl moiety is incorporated in numerous active herbicides and fungicides. The synthesis of tribromomethyl phenyl sulfone derivatives as novel potential pesticides is reported. The title sulfone was obtained by following three different synthetic routes, starting from 4-chlorothiop...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2012-02-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.8.27 |
| _version_ | 1819062852147740672 |
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| author | Krzysztof M. Borys Maciej D. Korzyński Zbigniew Ochal |
| author_facet | Krzysztof M. Borys Maciej D. Korzyński Zbigniew Ochal |
| author_sort | Krzysztof M. Borys |
| collection | DOAJ |
| description | A halogenmethylsulfonyl moiety is incorporated in numerous active herbicides and fungicides. The synthesis of tribromomethyl phenyl sulfone derivatives as novel potential pesticides is reported. The title sulfone was obtained by following three different synthetic routes, starting from 4-chlorothiophenol or 4-halogenphenyl methyl sulfone. Products of its subsequent nitration were subjected to the SNAr reactions with ammonia, amines, hydrazines and phenolates to give 2-nitroaniline, 2-nitrophenylhydrazine and diphenyl ether derivatives. Reduction of the nitro group of 4-tribromomethylsulfonyl-2-nitroaniline yielded the corresponding o-phenylenediamine substrate for preparation of structurally varied benzimidazoles. |
| first_indexed | 2024-12-21T15:05:22Z |
| format | Article |
| id | doaj.art-0e1169dd08d0458cbf0326743d654957 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-21T15:05:22Z |
| publishDate | 2012-02-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-0e1169dd08d0458cbf0326743d6549572022-12-21T18:59:26ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972012-02-018125926510.3762/bjoc.8.271860-5397-8-27Derivatives of phenyl tribromomethyl sulfone as novel compounds with potential pesticidal activityKrzysztof M. Borys0Maciej D. Korzyński1Zbigniew Ochal2Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, Warsaw 00-664, PolandFaculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, Warsaw 00-664, PolandFaculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, Warsaw 00-664, PolandA halogenmethylsulfonyl moiety is incorporated in numerous active herbicides and fungicides. The synthesis of tribromomethyl phenyl sulfone derivatives as novel potential pesticides is reported. The title sulfone was obtained by following three different synthetic routes, starting from 4-chlorothiophenol or 4-halogenphenyl methyl sulfone. Products of its subsequent nitration were subjected to the SNAr reactions with ammonia, amines, hydrazines and phenolates to give 2-nitroaniline, 2-nitrophenylhydrazine and diphenyl ether derivatives. Reduction of the nitro group of 4-tribromomethylsulfonyl-2-nitroaniline yielded the corresponding o-phenylenediamine substrate for preparation of structurally varied benzimidazoles.https://doi.org/10.3762/bjoc.8.272-nitroaniline derivativesphenylhydrazonespesticidesSNAr reactiontribromomethyl sulfone derivatives |
| spellingShingle | Krzysztof M. Borys Maciej D. Korzyński Zbigniew Ochal Derivatives of phenyl tribromomethyl sulfone as novel compounds with potential pesticidal activity Beilstein Journal of Organic Chemistry 2-nitroaniline derivatives phenylhydrazones pesticides SNAr reaction tribromomethyl sulfone derivatives |
| title | Derivatives of phenyl tribromomethyl sulfone as novel compounds with potential pesticidal activity |
| title_full | Derivatives of phenyl tribromomethyl sulfone as novel compounds with potential pesticidal activity |
| title_fullStr | Derivatives of phenyl tribromomethyl sulfone as novel compounds with potential pesticidal activity |
| title_full_unstemmed | Derivatives of phenyl tribromomethyl sulfone as novel compounds with potential pesticidal activity |
| title_short | Derivatives of phenyl tribromomethyl sulfone as novel compounds with potential pesticidal activity |
| title_sort | derivatives of phenyl tribromomethyl sulfone as novel compounds with potential pesticidal activity |
| topic | 2-nitroaniline derivatives phenylhydrazones pesticides SNAr reaction tribromomethyl sulfone derivatives |
| url | https://doi.org/10.3762/bjoc.8.27 |
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