Zwitterionic Ring-Opened Oxyphosphonium Species from the Ph<inf>3</inf>P-I<inf>2</inf> Mediated Reactions of Benzo[ d]oxazol-2(3 H)-ones with Secondary Amines
Copyright © 2020 American Chemical Society. Instead of the expected substituted 2-aminobenzo[d]oxazoles, relatively stable ring-opened oxyphosphonium betaines were isolated for the first time from the Ph3P-I2-mediated reactions of benzo[d]oxazol-2(3H)-ones with acyclic secondary amines. The structur...
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| Main Authors: | , , , , |
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| Format: | Journal |
| Published: |
2020
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| Subjects: | |
| Online Access: | https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85084706494&origin=inward http://cmuir.cmu.ac.th/jspui/handle/6653943832/70397 |
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| Institution: | Chiang Mai University |
| Summary: | Copyright © 2020 American Chemical Society. Instead of the expected substituted 2-aminobenzo[d]oxazoles, relatively stable ring-opened oxyphosphonium betaines were isolated for the first time from the Ph3P-I2-mediated reactions of benzo[d]oxazol-2(3H)-ones with acyclic secondary amines. The structure of one of these compounds was unambiguously confirmed by single-crystal X-ray analysis. Thermolysis of the betaines gave rise to 2-dialkylaminobenzoxazoles with concomitant loss of triphenylphosphine oxide, suggesting their possible role as intermediates in an alternative reaction path. |
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