Octahydro-1H,5H,7H-dipyrrolo[1,2-c:1′,2′-f][1,3,6]oxadiazocine-5-thione
A minor byproduct in the reaction of (S)-prolinol with thiophosgene in the presence of triethylamine is identified as a novel tricyclic dipyrrolidino-1,3,6-oxadiazocane-2-thione, the first example of such a ring system, and a representative of the uncommon, but useful 1,3,6-oxadiazocanes. A mechanis...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2018-04-01
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| Series: | Molbank |
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| Online Access: | http://www.mdpi.com/1422-8599/2018/2/M993 |
| _version_ | 1828178394928381952 |
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| author | R. Alan Aitken Karamat Ali |
| author_facet | R. Alan Aitken Karamat Ali |
| author_sort | R. Alan Aitken |
| collection | DOAJ |
| description | A minor byproduct in the reaction of (S)-prolinol with thiophosgene in the presence of triethylamine is identified as a novel tricyclic dipyrrolidino-1,3,6-oxadiazocane-2-thione, the first example of such a ring system, and a representative of the uncommon, but useful 1,3,6-oxadiazocanes. A mechanism is proposed for its formation. |
| first_indexed | 2024-04-12T05:15:22Z |
| format | Article |
| id | doaj.art-f32324f4a4d14b42ad2905764f9b367d |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-04-12T05:15:22Z |
| publishDate | 2018-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-f32324f4a4d14b42ad2905764f9b367d2022-12-22T03:46:39ZengMDPI AGMolbank1422-85992018-04-0120182M99310.3390/M993M993Octahydro-1H,5H,7H-dipyrrolo[1,2-c:1′,2′-f][1,3,6]oxadiazocine-5-thioneR. Alan Aitken0Karamat Ali1EaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife KY16 9ST, UKEaStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife KY16 9ST, UKA minor byproduct in the reaction of (S)-prolinol with thiophosgene in the presence of triethylamine is identified as a novel tricyclic dipyrrolidino-1,3,6-oxadiazocane-2-thione, the first example of such a ring system, and a representative of the uncommon, but useful 1,3,6-oxadiazocanes. A mechanism is proposed for its formation.http://www.mdpi.com/1422-8599/2018/2/M9931,3,6-oxadiazocane1,3,6-oxadiazocine-2-thioneNMR spectra |
| spellingShingle | R. Alan Aitken Karamat Ali Octahydro-1H,5H,7H-dipyrrolo[1,2-c:1′,2′-f][1,3,6]oxadiazocine-5-thione Molbank 1,3,6-oxadiazocane 1,3,6-oxadiazocine-2-thione NMR spectra |
| title | Octahydro-1H,5H,7H-dipyrrolo[1,2-c:1′,2′-f][1,3,6]oxadiazocine-5-thione |
| title_full | Octahydro-1H,5H,7H-dipyrrolo[1,2-c:1′,2′-f][1,3,6]oxadiazocine-5-thione |
| title_fullStr | Octahydro-1H,5H,7H-dipyrrolo[1,2-c:1′,2′-f][1,3,6]oxadiazocine-5-thione |
| title_full_unstemmed | Octahydro-1H,5H,7H-dipyrrolo[1,2-c:1′,2′-f][1,3,6]oxadiazocine-5-thione |
| title_short | Octahydro-1H,5H,7H-dipyrrolo[1,2-c:1′,2′-f][1,3,6]oxadiazocine-5-thione |
| title_sort | octahydro 1h 5h 7h dipyrrolo 1 2 c 1 2 f 1 3 6 oxadiazocine 5 thione |
| topic | 1,3,6-oxadiazocane 1,3,6-oxadiazocine-2-thione NMR spectra |
| url | http://www.mdpi.com/1422-8599/2018/2/M993 |
| work_keys_str_mv | AT ralanaitken octahydro1h5h7hdipyrrolo12c12f136oxadiazocine5thione AT karamatali octahydro1h5h7hdipyrrolo12c12f136oxadiazocine5thione |