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Unexpected ring-opening of 2,3-dihydropyridines

Monatshefte fur Chemie, ISSN: 0026-9247, Vol: 152, Issue: 11, Page: 1377-1387
2021
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Article Description

The reaction of 2,3-dihydropyridines with sulfonyl halides surprisingly yielded open chain dienes with sulfonylimine structure. The products were specific out of several possible isomers and, therefore, a separation of isomers was not necessary. All new compounds were characterized using FT-IR spectroscopy, HRMS, and NMR spectroscopy. A bicyclic by-product from the reaction of a 2,3-dihydropyridine with mesyl chloride was isolated and its structure elucidated using a single X-ray crystal analysis. Some biological activities, like antimicrobial and cytotoxic properties were investigated. Graphic abstract: [Figure not available: see fulltext.].

Bibliographic Details

Michael Hannes Hoffelner; Werner Seebacher; Eva Maria Pferschy-Wenzig; Nadine Kretschmer; Adelheid Brantner; Rudolf Bauer; Robert Weis; Marcel Kaiser; Pascal Mäser; Robert Saf; Ferdinand Belaj; Muaaz Alajlani

Springer Science and Business Media LLC

Chemistry

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