1981 年 1981 巻 8 号 p. 1329-1332
Halogenation of enamino ketone-copper (II) chelates 1 with solid anhydrous copper (II)halides in benzene under nitrogen has been investigated. Three moles of copper ( II ) chloride were required for chlorination of his (4-anilino-3-penten-2-onato) copper (II) [1a]. The copper (II) chloride was almost quantitatively converted into copper( I ) chloride (No.5 in Table 1)and hydrogen halides were scarcely evolved. In the presence of a radical scavenger, [1a] gave 4-anilino-3-chloro-3-penten-2-one [2 a] in a lower yield obviously (No.2∼4). Copper (II)bromide gave a-bromo enamino ketones [3] in higher yields than copper(II) chloride under similar conditions (No.7 and 9, 11 and 13). On the basis of these results the reaction is postulated to proceed by ligand transfer from copper (II) halide to [1 ].
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