Preparation of 3(2<i>H</i>)-Furanones from 2-Propynyl Alcohol, CO, and Phenyl Halides under CO2 Atmosphere Catalyzed by Transition Metal Complexes

Yoshio Inoue, Kunihiro Ohuchi, I-Fang Yen, Shin Imaizumi

Bulletin of the Chemical Society of Japan · 1989 · 39 citations · 8 references

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Abstract

Abstract The novel synthetic method for 2,2-dimethyl-5-phenyl-3(2H)-furanone (bullatenone) from 2-methyl-3-butyn-2-ol, CO, and phenyl halides in the presence of a catalytic amount of transition metal complexes under the influence of CO2 has been described. It was revealed that there was the intermediate formation of an acetylenic ketone from the acetylenic alcohol, CO, and the phenyl halide followed by the formation of a cyclic carbonate from the acetylenic ketone and CO2 which underwent the decarboxylative transformation into the 3(2H)-furanone quantitatively.

References

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