Synthesis and Some Chemical Properties of 2,2-Dimethyl-4-R-1-oxa-4-aza-2-sila-5-benzocycloheptanones View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2002-01

AUTHORS

O. A. Zamyshlyaeva, A. G. Shipov, E. P. Kramarova, Vad. V. Negrebetsky, A. N. Shumskii, S. N. Tandura, S. Yu. Bylikin, Yu. E. Ovchinnikov, S. A. Pogozhikh, Yu. I. Baukov

ABSTRACT

One-pot synthesis of 2,2-dimethyl-4-R-1-oxa-4-aza-2-sila-5-benzocycloheptanones (R = Me, CH2SiMe2Cl) from the N-methylamide of salicylic acid and salicylamide, respectively, by treatment of these amides with a mixture of hexamethyldisilazane and dimethylchloromethylchlorosilane was developed. The hydrolysis and other nucleophilic substitution reactions of the resultant seven-membered silacyclanes were studied. In the case of the silacyclane with R = Me, hydrolysis leads to the corresponding disiloxane, while the silacyclane with R = CH2SiMe2Cl gives either 2,2,6,6-tetramethyl-4-(2-hydroxybenzoyl)-2,6-disilamorpholine or its hydrochloride, depending on the reaction conditions. The chlorine atom was replaced by fluorine in the silacyclane with R = CH2SiMe2Cl. The structures of 2,2,6,6-tetramethyl-4-(2-hydroxybenzoyl)-2,6-disilamorpholine and its hydrochloride as well as 2,2-dimethyl-4-R-1-oxa-4-az! a-2-sila-5-benzocycloheptanones (R = CH2SiMe2Cl, CH2SiMe2F) were confirmed by X-ray diffraction. More... »

PAGES

116-127

Identifiers

URI

http://scigraph.springernature.com/pub.10.1023/a:1014871813405

DOI

http://dx.doi.org/10.1023/a:1014871813405

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1038810164


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