Light-Induced Dealkylation of Benzamides in Aqueous Solution
dc.contributor.author | Cybularczyk-Cecotka, Martyna | |
dc.contributor.author | Kamińska, Agnieszka | |
dc.contributor.author | Jopek, Zuzanna | |
dc.contributor.author | Giedyk, Maciej | |
dc.date.accessioned | 2022-09-15T13:02:46Z | |
dc.date.available | 2022-09-15T13:02:46Z | |
dc.date.issued | 2022 | |
dc.identifier.citation | Eur. J. Org. Chem. 2022, e202200913 ; https://doi.org/10.1002/ejoc.202200913 | en |
dc.identifier.issn | 1434-193X | |
dc.identifier.issn | 1099-0690 | |
dc.identifier.uri | https://depot.ceon.pl/handle/123456789/21647 | |
dc.description.abstract | The N-dealkylation reactions of benzamides occur naturally in living organisms but chemical methods remain poorly developed. So far, light-induced variants of these processes have been restricted to amides containing secondary N-alkyl groups or required pre-functionalization of the starting material. Here, we present a direct, controllable N-dealkylation of tertiary and secondary benzamides possessing primary alkyl substituents at N-atom. The developed strategy operates in aqueous environment under mild conditions involving either blue LEDs or sunlight irradiation. Preliminary mechanistic studies indicate two-step oxidation and the intermediacy of radicals at α-position to N-atom. Selectivity in N-dealkylation of homo- and heterosubstituted tertiary benzamides is also investigated. | en |
dc.description.sponsorship | National Science Centre, Poland (SONATA 2018/31/D/ST5/00306) | |
dc.language.iso | en | |
dc.publisher | Wiley | en |
dc.rights | Dozwolony użytek | * |
dc.subject | dealkylation | en |
dc.subject | benzamides | en |
dc.subject | photochemistry | en |
dc.subject | aqueous solutions | en |
dc.subject | light-induced | en |
dc.title | Light-Induced Dealkylation of Benzamides in Aqueous Solution | en |
dc.type | article | en |
dc.contributor.organization | Institute of Organic Chemistry, Polish Academy of Sciences | en |
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