Evidence map›Paper›PMID 27712063›Full record

ArticleJournal of the American Chemical Society2016

Ligand-Promoted meta-C-H Amination and Alkynylation.

Peng Wang, Gen-Cheng Li, Pankaj Jain, Marcus E Farmer, Jian He, Peng-Xiang Shen, Jin-Quan Yu

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 34 papers.

0numbers the graph read from it
0cells of the map it votes in
34citing 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

34 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Diversity-Oriented C-H Activation Reactions of the Naphthalene Scaffold.Journal of the American Chemical Society · 2025
    Article
  7. From Mono-Accounts of chemical research · 2025
    Review
  8. Meta-Dimethylation of Arenes via Catellani Reaction from Aryl Thianthrenium Salts.Angewandte Chemie (International ed. in English) · 2025
    Article
  9. Review
  10. Directing group assistedChemical science · 2023
    Article
  11. Article
  12. Pd(ii)-catalyzedChemical science · 2022
    Article
  13. Article
  14. Article
  15. Selective Para-C-H Alkynylation of Aniline Derivatives by Pd/S,O-Ligand Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  16. Review
  17. Article
  18. meta-Selective C-H Arylation of Fluoroarenes and Simple Arenes.Angewandte Chemie (International ed. in English) · 2020
    Article
  19. Article
  20. 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

7 authors.

Peng WangDepartment of Chemistry, The Scripps Research Institute , 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.
Gen-Cheng LiDepartment of Chemistry, The Scripps Research Institute , 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.
Pankaj JainDepartment of Chemistry, The Scripps Research Institute , 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.
Marcus E FarmerDepartment of Chemistry, The Scripps Research Institute , 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.
Jian HeDepartment of Chemistry, The Scripps Research Institute , 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.
Peng-Xiang ShenDepartment of Chemistry, The Scripps Research Institute , 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.
Jin-Quan YuDepartment of Chemistry, The Scripps Research Institute , 10550 N. Torrey Pines Road, La Jolla, California 92037, United States.

Funding

Catalyst-Controlled Site-Selective C-H Functionalizations of Arenes and HeteroarenesR01GM102265 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI YU, JIN-QUAN · 2012 to 2023
$4.6M
NIGMS NIH HHS R01 GM102265
6 · The paper itself

Abstract

Using a modified norbornene (methyl bicyclo[2.2.1]hept-2-ene-2-carboxylate) as a transient mediator, meta-C-H amination and meta-C-H alkynylation of aniline and phenol substrates have been developed for the first time. Both the identification of a monoprotected 3-amino-2-hydroxypyridine/pyridone-type ligand and the use of a modified norbornene as a mediator are crucial for the realization of these two unprecedented meta-C-H transformations. A variety of substrates are compatible with both meta-C-H amination and meta-C-H alkynylation. Amination and alkynylation of heterocyclic substrates including indole, indoline, and indazole afford the desired products in moderate to high yields.

Identifiers

PMID27712063
PMCPMC5513786

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.