Mechanochemistry Enabled Friedel-Crafts Alkylation Reactions of Donor-Acceptor Cyclopropanes with 2-Indolymethanols

doi:10.6023/cjoc202404006

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机械力化学促进给-受体环丙烷与吲哚-2-二芳甲醇傅-克烷基化反应

梁金少, 阮丽红, 石栩溶, 陈樱枝, 宋楚焕, 肖军安, 刘志平^*

南宁师范大学化学与材料学院广西天然高分子化学与物理重点实验室南宁 530001

收稿日期:2024-04-06 修回日期:2024-05-20
基金资助:
国家自然科学基金(No. 22261036)和广西自然科学基金项目(2020GXNSFAA159096).

Mechanochemistry Enabled Friedel-Crafts Alkylation Reactions of Donor-Acceptor Cyclopropanes with 2-Indolymethanols

LIANG Jinshao, RUAN Lihong, SHI Xurong, CHEN Yinzhi, SONG Chuhuang, XIAO Junan, LIU Zhiping^*

Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning 530001

Received:2024-04-06 Revised:2024-05-20
Contact: *E-mail: liuzhiping828@126.com
Supported by:
National Natural Science Foundation of China (22261036) and Guangxi Natural Science Foundation (2020GXNSFAA159096)

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Abstract

Mechanochemical synthesis of 3-substituted 2-indolymethanols through scandium(Ⅲ)/palladium(Ⅱ) synergistic catalyzed Friedel-Crafts alkylations of donor-acceptor cyclopropanes and 2-indolymethanols has been developed. A wide broad of 3-substituted 2-indolymethanols have been afforded in moderate to excellent yields. This strategy has the advantage of short reaction time, wide substrate scope, mild reaction conditions, and so on. The synthetic utility was further demonstrated by gram-scale reaction and derivatization of the desired product.

Key words: Mechanochemistry, Green Chemistry, Friedel-Crafts Alkylation, Donor-Acceptor Cyclopropane

Cite this article

LIANG Jinshao, RUAN Lihong, SHI Xurong, CHEN Yinzhi, SONG Chuhuang, XIAO Junan, LIU Zhiping*. Mechanochemistry Enabled Friedel-Crafts Alkylation Reactions of Donor-Acceptor Cyclopropanes with 2-Indolymethanols[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202404006.

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机械力化学促进给-受体环丙烷与吲哚-2-二芳甲醇傅-克烷基化反应

Mechanochemistry Enabled Friedel-Crafts Alkylation Reactions of Donor-Acceptor Cyclopropanes with 2-Indolymethanols

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