Evidence map›Paper›PMID 40491204›Full record

ArticleAngewandte Chemie (International ed. in English)2025

Electrochemical Enantioselective Oxidation of Indoles via Chiral Phosphoric Acid Catalysis in Cooperation with H

Xuefeng Tan, Zhijie Zhou, Minhua Shao, Jianwei Sun

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

5 citing papers in PubMed.

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4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

4 authors.

Xuefeng TanDepartment of Chemistry and the Hong Kong Branch of Chinese National Engineering Research Centre for Tissue Restoration & Reconstruction, The Hong Kong University of Science and Technology, Clear Water Bay, Hong Kong SAR, Kowloon, 999077, China.ORCID https://orcid.org/0000-0002-6121-1499
Zhijie ZhouDepartment of Chemistry and the Hong Kong Branch of Chinese National Engineering Research Centre for Tissue Restoration & Reconstruction, The Hong Kong University of Science and Technology, Clear Water Bay, Hong Kong SAR, Kowloon, 999077, China.
Minhua ShaoDepartment of Chemical and Biological Engineering, The Hong Kong University of Science and Technology, Clear Water Bay, Hong Kong SAR, Kowloon, 999077, China.
Jianwei SunDepartment of Chemistry and the Hong Kong Branch of Chinese National Engineering Research Centre for Tissue Restoration & Reconstruction, The Hong Kong University of Science and Technology, Clear Water Bay, Hong Kong SAR, Kowloon, 999077, China.ORCID https://orcid.org/0000-0002-2470-1077

Funding

Hong Kong Research Grants Council 16304322Hong Kong Research Grants Council 16309023Hong Kong Research Grants Council 16309321Hong Kong Research Grants Council 16309722Hong Kong Research Grants Council 16310924Hong Kong Research Grants Council 21304324Hong Kong Research Grants Council C6012-21 GInnovation and Technology Commission ITC-CNERC14SC01National Natural Science Foundation of China 22271242National Natural Science Foundation of China 22471232
6 · The paper itself

Abstract

Disclosed here is the first catalytic enantioselective electrochemical oxidative rearrangement of indoles for the efficient synthesis of highly enantioenriched spirooxindoles. The in-situ generated HBr from substrate oxidation, known to be detrimental to the reaction itself, was perfectly consumed by cathode reduction. Challenges of this process include the difficulty in maintaining the synergy between substrate oxidation and cathode reduction as well as the general incompatibility of a hydrogen bonding catalytic system with the aqueous acidic media. A monophasic system was initially developed, but with little substrate generality. Further analysis of the mechanism and careful optimization allowed the development of a much more general and robust biphasic system that exhibited multiple advantages over chemical oxidation, including broader scope, less waste, milder conditions, and better enantioselectivity. It is also the first demonstration of chiral phosphoric acid catalysis in cooperation with H

Indexed as

Asymmetric catalysisChiralityChiral phosphoric acidElectrosynthesisOrganocatalysis

Identifiers

PMID40491204
PMCPMC12338444

What OpenQuestion holds

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Registered trials

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.