Nitrosation of adamantyl dichlorocyclopropanes as a new approach to adamantyl isoxazoles

Nitrosation of adamantyl dichlorocyclopropanes as a new approach to adamantyl isoxazoles

Nitrosation of 2-(1-adamantylmethyl)-1,1-dichlorocyclopropane with either adduct NOCl•(SO 3 ) n or nitrosonium tetrafluoroborate gives 3- and 4-(1-adamantylmethyl)-5-chloroisoxazoles in good yields. The presence of a linker between cyclopropane ring and adamantane moiety is essential for enabling ni...

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Veröffentlicht in:Russian chemical bulletin 2017-02, Vol.66 (2), p.376-378
Hauptverfasser: Bondarenko, O. B., Baimuratov, M. R., Klimochkin, Yu. N., Zyk, N. V.
Format: Artikel
Sprache:eng
Schlagworte:
Brief Communications
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Cyclopropane
Inorganic Chemistry
Organic Chemistry
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Zusammenfassung:Nitrosation of 2-(1-adamantylmethyl)-1,1-dichlorocyclopropane with either adduct NOCl•(SO 3 ) n or nitrosonium tetrafluoroborate gives 3- and 4-(1-adamantylmethyl)-5-chloroisoxazoles in good yields. The presence of a linker between cyclopropane ring and adamantane moiety is essential for enabling nitrosation—heterocyclization of adamantyl 1,1-dichlorocyclopropanes.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-017-1744-5