Efficient Synthesis of Dibromoalkanes and Iodoacetates from Olefins Using ZnAl-XO3--LDHs/LiX (X=Br, I) as Halogen Sources

doi:10.6023/cjoc201902017

Abstract

This study describes efficient vicinal dibromination and iodoacetoxylation of olefins under mild reaction conditions. The reaction uses ZnAl-XO₃^--layered double hydroxide (LDHs) (X=Br or I) as an oxidant and LiX as a reductant to generate halogens in situ (ZnAl-XO₃^--LDH/LiX system). A series of dibromoalkanes (74%~95%) and iodoacetates (75%~93%) were obtained in good to excellent yields with high regio-and stereo-selectivity.

Key words: olefins, dibromination, iodoacetoxylation, regioselectivity, stereoselectivity

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Wang Ligeng, Yu Qin, Feng Chun, Zhang Yan, Hu Jun. Efficient Synthesis of Dibromoalkanes and Iodoacetates from Olefins Using ZnAl-XO₃^--LDHs/LiX (X=Br, I) as Halogen Sources[J]. Chin. J. Org. Chem., 2019, 39(6): 1787-1793.

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以ZnAl-XO₃^--LDHs/LiX (X=Br, I)为卤源高效合成烯烃的二溴化物以及碘乙酸酯类产物

Efficient Synthesis of Dibromoalkanes and Iodoacetates from Olefins Using ZnAl-XO₃^--LDHs/LiX (X=Br, I) as Halogen Sources

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以ZnAl-XO3--LDHs/LiX (X=Br, I)为卤源高效合成烯烃的二溴化物以及碘乙酸酯类产物