- Cascade SRN1 reactions in 5-nitroimidazole series
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The reaction of 3-chloro-2-chloromethyl-1-(1-methyl-5-nitroimidazol-2-y1)prop-1-ene with 2-nitropropane anion which gives three products is shown to proceed by an initial SRN1 mechanism followed by another SRN1 leading to the bis-C-alkylation product or SN2 or SN2′ and Michael reactions.
- Vanelle, Patrice,Benakli, Kamel,Maldonado, Jose,Roubaud, Christine,Crozet, Michel P.
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p. 731 - 735
(2007/10/03)
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- Preparation and antiparasitic activity of new imidazoles bearing dioxane or hexahydropyrimidine moiety
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5-Nitro-1,3-dioxane and 5-nitrohexahydropyrimidine salts are found to be suitable nucleophiles for S(RN)1 reactions. From C-alkylation products, base-promoted nitrous acid elimination and acid-catalyzed cleavage of the resulting acetals afford new compounds. Only the imidazole derivatives exhibit significant amoebicide and trichomonacide activities. Structure-activity relationships are discussed.
- Vanelle,Maldonado,Crozet,Senouki,Delmas,Gasquet,Timon-David
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p. 709 - 714
(2007/10/02)
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- REACTIONS SRN1 EN SERIE HETEROCYCLIQUE: IV: REACTIVITE DES SELS DU DIMETHYL-2,2 NITRO-5 DIOXANNE-1,3
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2-Alkyl 2-nitro 1,3-propanediol, 2-alkylidene 1,3-propanediol and 2-dialkylidene 1,3-propanediol are prepared via SRN1 reactions with salts of 2,2-dimethyl 5-nitro 1,3-dioxane and acid-catalyzed cleavage of the resulting acetals.
- Crozet, Michel P.,Archaimbault, Gaelle,Vanelle, Patrice,Nouguier, Robert
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p. 5133 - 5134
(2007/10/02)
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