Metal-free synthesis of 3,3′-bisindolylmethanes in water using Ph3C+[B(C6F5)4]− as the pre-catalyst

Zhenguo Zhang; Liang Ji; Xiaoxiao Liu; Zhihong Li; Yongheng Lv; Zhenhua Jia; Teck Peng Loh

doi:10.1039/d2qo01081j

Metal-free synthesis of 3,3′-bisindolylmethanes in water using Ph₃C⁺[B(C₆F₅)₄]⁻ as the pre-catalyst

Zhenguo Zhang, Liang Ji, Xiaoxiao Liu, Zhihong Li, Yongheng Lv, Zhenhua Jia^*, Teck Peng Loh^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

16 Citations (Scopus)

Abstract

Here, we report a highly efficient catalytic species generated from Ph₃C⁺[B(C₆F₅)₄]⁻ by the water mediated Friedel-Crafts type reaction of indoles with carbonyl compounds to afford 3,3′-bisindolylmethanes (BIMs). This scalable method is applicable to a wide variety of carbonyl compounds, including unprotected sugar molecules and carbonyl compounds derived from drugs and natural products.

Original language	English
Pages (from-to)	5154-5159
Number of pages	6
Journal	Organic Chemistry Frontiers
Volume	9
Issue number	19
DOIs	https://doi.org/10.1039/d2qo01081j
Publication status	Published - Aug 4 2022
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2022 The Royal Society of Chemistry.

ASJC Scopus Subject Areas

Organic Chemistry

Access to Document

10.1039/d2qo01081j

Cite this

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abstract = "Here, we report a highly efficient catalytic species generated from Ph3C+[B(C6F5)4]− by the water mediated Friedel-Crafts type reaction of indoles with carbonyl compounds to afford 3,3′-bisindolylmethanes (BIMs). This scalable method is applicable to a wide variety of carbonyl compounds, including unprotected sugar molecules and carbonyl compounds derived from drugs and natural products.",

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AU - Zhang, Zhenguo

AU - Ji, Liang

AU - Liu, Xiaoxiao

AU - Li, Zhihong

AU - Lv, Yongheng

AU - Jia, Zhenhua

AU - Loh, Teck Peng

PY - 2022/8/4

Y1 - 2022/8/4

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AB - Here, we report a highly efficient catalytic species generated from Ph3C+[B(C6F5)4]− by the water mediated Friedel-Crafts type reaction of indoles with carbonyl compounds to afford 3,3′-bisindolylmethanes (BIMs). This scalable method is applicable to a wide variety of carbonyl compounds, including unprotected sugar molecules and carbonyl compounds derived from drugs and natural products.

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