The Journal of Organic Chemistry

Facile synthesis of 1, 4-diketones via palladium complex catalyzed isomerization of alkynediols

X Lu, J Ji, D Ma, W Shen

Index: Lu, Xiyan; Ji, Jianguo; Ma, Dawei; Shen, Wei Journal of Organic Chemistry, 1991 , vol. 56, # 20 p. 5774 - 5778

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Citation Number: 53

Abstract

Alkynediols isomerized under the catalysis of Pd2 (dba) 3CHC13+ 2n-Bu3P in acetonitrile at 80 OC to give 1, Cdiketones in high yields. This experimentally simple and economically synthetic method is illustrated with examples including substituents such as alkyl, alkenyl, and aryl groups. The order of reactivity of the substituents in this reaction is aryl 1 alkenyl> alkyl. Alkenyl-substituted alkynediols chemoselectively isomerized to the corresponding a, ...