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2024 , Vol. 44 >Issue 11: 3437 - 3445

DOI: https://doi.org/10.6023/cjoc202404006

研究论文

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
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  • 南宁师范大学 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

  网络出版日期: 2024-06-13

基金资助

国家自然科学基金(22261036); 广西自然科学基金(2020GXNSFAA159096)

收起

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

  • Jinshao Liang ,
  • Lihong Ruan ,
  • Xurong Shi ,
  • Yinzhi Chen ,
  • Chuhuang Song ,
  • Jun'an Xiao ,
  • Zhiping Liu
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  • Guangxi Key Laboratory of Natural Polymer Chemistry and Physics, Nanning Normal University, Nanning 530001
*Corresponding author. E-mail:

Received date: 2024-04-06

  Revised date: 2024-05-20

  Online published: 2024-06-13

Supported by

National Natural Science Foundation of China(22261036); Guangxi Natural Science Foundation(2020GXNSFAA159096)

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摘要

在机械力化学球磨反应条件下, 以给-受体环丙烷二酯和吲哚-2-二芳甲醇为原料, 通过三氟甲磺酸钪和钯协同催化傅-克烷基化反应, 以中等到优异的产率合成了系列3-取代吲哚甲醇衍生物. 该策略具有反应时间短、底物适应性好、反应条件温和等特点. 产物的衍生化及克级规模反应进一步证明了合成策略的实用性及可放大性.

关键词： 机械力化学; 绿色化学; 傅-克烷基化; 给-受体环丙烷

本文引用格式

梁金少 , 阮丽红 , 石栩溶 , 陈樱枝 , 宋楚焕 , 肖军安 , 刘志平 . 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[J]. 有机化学, 2024 , 44(11) : 3437 -3445 . DOI: 10.6023/cjoc202404006

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

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