Evidence map›Paper›PMID 35570713›Full record

ArticleAngewandte Chemie (International ed. in English)2022

Unbiased C3-Electrophilic Indoles: Triflic Acid Mediated C3-Regioselective Hydroarylation of N-H Indoles.

Nazarii Sabat, Weiping Zhou, Vincent Gandon, Xavier Guinchard, Guillaume Vincent

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
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

5 authors.

Nazarii SabatInstitut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), UMR 8182, Université Paris-Saclay, CNRS, 91405, Orsay, France.ORCID http://orcid.org/0000-0001-5400-6000
Weiping ZhouInstitut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), UMR 8182, Université Paris-Saclay, CNRS, 91405, Orsay, France.
Vincent GandonInstitut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), UMR 8182, Université Paris-Saclay, CNRS, 91405, Orsay, France.ORCID http://orcid.org/0000-0003-1108-9410
Xavier GuinchardInstitut de Chimie des Substances Naturelles (ICSN), UPR 2301, Université Paris-Saclay, CNRS, 91198, Gif-sur-Yvette, France.ORCID http://orcid.org/0000-0003-2353-8236
Guillaume VincentInstitut de Chimie Moléculaire et des Matériaux d'Orsay (ICMMO), UMR 8182, Université Paris-Saclay, CNRS, 91405, Orsay, France.ORCID http://orcid.org/0000-0003-3162-1320

Funding

ANR - Labex CHARM3AT ANR-11-LABX0039Centre Informatique National de l'Enseignement Supérieur (CINES) 2020-A0070810977 made by GENCIChina Scholarship CouncilCNRSEcole PolytechniqueUniversité Paris-Saclay
6 · The paper itself

Abstract

The direct dearomative addition of arenes to the C3 position of unprotected indoles is reported under operationally simple conditions, using triflic acid at room temperature. The present regioselective hydroarylation is a straightforward manner to generate an electrophilic indole at the C3 position from unbiased indoles in sharp contrast to previous strategies. This atom-economical method delivers biologically relevant 3-arylindolines and 3,3-spiroindolines in high yields and regioselectivities from both intra- and intermolecular processes. DFT computations suggest the stabilization of cationic or dicationic intermediates with H-bonded (TfOH)

Indexed as

DearomatizationIndolesIndolinesSuper AcidsUmpolung

Identifiers

PMID35570713
PMCPMC9401073

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC-ND
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Registered trials

None linked

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.