Silylation of activated heterocyclic systems via treatment with organolithium reagents followed by coupling with Me3SiCl, leads to the expected product in the case of 3,5-dimethyl-1,2,4-oxadiazole, whereas for 3,5-dimethyl-4-nitroiso-xazole the predominant reaction is addition of the lithiating agent, to give after work-up 3,5-dimethyl-5-butyl-4-nitro-4,5-isoxazoline
Pepino, R., Ricci, A., Taddei, M., Tedeschi, P. (1982). Side-chain silylation of heterocyclic derivatives. The sythesis of 3-methyl-5-(trimethylsilylmethyl)-1,2,4-oxa-diazole and the atttempted synthesis of 3-methyl-4-nitro-5(trimethylsilymethyl)isoxazole via organolithium reagents. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 231(2), 91-94 [10.1016/S0022-328X(00)81946-4].
Side-chain silylation of heterocyclic derivatives. The sythesis of 3-methyl-5-(trimethylsilylmethyl)-1,2,4-oxa-diazole and the atttempted synthesis of 3-methyl-4-nitro-5(trimethylsilymethyl)isoxazole via organolithium reagents
Taddei, Maurizio;
1982-01-01
Abstract
Silylation of activated heterocyclic systems via treatment with organolithium reagents followed by coupling with Me3SiCl, leads to the expected product in the case of 3,5-dimethyl-1,2,4-oxadiazole, whereas for 3,5-dimethyl-4-nitroiso-xazole the predominant reaction is addition of the lithiating agent, to give after work-up 3,5-dimethyl-5-butyl-4-nitro-4,5-isoxazoline
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https://hdl.handle.net/11365/33619
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