Tetrahedron

Synthèse et réactions S RN 1 en série 5-nitrothiazole

A Gellis, P Vanelle, M Kaafarani, K Benakli, MP Crozet

文献索引：Gellis, Armand; Vanelle, Patrice; Kaafarani, Mustapha; Benakli, Kamel; Crozet, Michel P. Tetrahedron, 1997 , vol. 53, # 15 p. 5471 - 5484

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被引用次数: 35

摘要

A new heterocyclic reductive alkylating agent, the 2-methyl-4-chloromethyl-5-nitrothiazole, has been synthesized and could react with the 2-nitropropane anion as nucleophile, to give the 2-methyl-4-(2-methylpropenyl)-5-nitrothiazole as the major product. The reaction was shown to proceed by the SRN1 mechanism which was confirmed by the classical criteria for SRN1 reaction: the leaving group effect, the electronwithdrawing group effect and ...