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Chinese Journal of Organic Chemistry >

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

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

ARTICLE

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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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

Jinshao Liang , Lihong Ruan , Xurong Shi , Yinzhi Chen , Chuhuang Song , Jun'an Xiao , Zhiping Liu . Mechanochemistry Enabled Friedel-Crafts Alkylation Reactions of Donor-Acceptor Cyclopropanes with 2-Indolymethanols[J]. Chinese Journal of Organic Chemistry, 2024 , 44(11) : 3437 -3445 . DOI: 10.6023/cjoc202404006

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