Nitrosation of 2-(1-adamantylmethyl)-1,1-dichlorocyclopropane with either adduct NOCl•(SO3)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… Click to show full abstract
Nitrosation of 2-(1-adamantylmethyl)-1,1-dichlorocyclopropane with either adduct NOCl•(SO3)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.
               
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