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

doi:10.6023/cjoc201902017

摘要/Abstract

在温和的反应条件下，使用ZnAl-XO₃^--LDHs（X=Br，I）为氧化剂和相应的金属卤化物LiX为还原剂，实现烯烃的二溴化及碘乙酰氧基化反应，合成一系列二溴烷烃和碘乙酸酯类产物.分析结果表明，该方法产率较高，二溴烷烃类为74%~94%，碘乙酸酯类为75%~93%，该反应具有高区域选择性和立体选择性.

关键词: 烯烃, 二溴化, 碘乙酰氧基化, 区域选择性, 立体选择性

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

引用此文

王力耕, 余琴, 冯春, 张岩, 胡军. 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[J]. 有机化学, 2019, 39(6): 1787-1793.

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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