Evidence map›Paper›PMID 28921954›Full record

ArticleJournal of the American Chemical Society2017

Remote, Late-Stage Oxidation of Aliphatic C-H Bonds in Amide-Containing Molecules.

Takeshi Nanjo, Emilio C de Lucca, M Christina White

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.

0numbers the graph read from it
0cells of the map it votes in
23citing papers in PubMed
6.3field-weighted citation impact, top 2% of its field
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

23 citing papers in PubMed, 105 citations in OpenAlex.

  1. Article
  2. Making Blank Faces Expressive: Chemical Approaches to the Modification of Chemically Inert Peptides.Journal of peptide science : an official publication of the European Peptide Society · 2026
    Review
  3. Article
  4. Late-Stage Oxidation of C(spAngewandte Chemie (International ed. in English) · 2025
    Article
  5. Article
  6. Review
  7. A preparative small-molecule mimic of liver CYP450 enzymes in the aliphatic C-H oxidation of carbocyclicProceedings of the National Academy of Sciences of the United States of America · 2023
    Article
  8. Article
  9. Article
  10. Article
  11. Review
  12. Review
  13. Enantioselective Michael-Proton Transfer-Lactamization for Pyroglutamic Acid Derivatives: Synthesis of Dimethyl-(Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals · 2021
    Article
  14. Article
  15. Article
  16. Article
  17. Combined Photoredox/Enzymatic C-H Benzylic Hydroxylations.Angewandte Chemie (International ed. in English) · 2019
    Article
  18. Article
  19. Article
  20. Aliphatic C-H Oxidations for Late-Stage Functionalization.Journal of the American Chemical Society · 2018
    Review
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

3 authors at 1 institution in 1 country.

Takeshi NanjoRoger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana-Champaign , Urbana, Illinois 61801, United States.
Emilio C de LuccaRoger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana-Champaign , Urbana, Illinois 61801, United States.ORCID 0000-0002-7732-3559
M Christina WhiteRoger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana-Champaign , Urbana, Illinois 61801, United States.ORCID 0000-0002-9563-2523
University of Illinois Urbana-Champaign · US

Funding

Selective C(sp3)-H Oxidations and Functionalizations with Tunable Metal Catalysts for SynthesisR35GM122525 · NIGMS · UNIVERSITY OF ILLINOIS AT URBANA-CHAMPAIGN · PI Maria Christina White · 2017 to 2026
$5.3M
NIGMS NIH HHS R35 GM122525
6 · The paper itself

Abstract

Amide-containing molecules are ubiquitous in natural products, pharmaceuticals, and materials science. Due to their intermediate electron-richness, they are not amenable to any of the previously developed N-protection strategies known to enable remote aliphatic C-H oxidations. Using information gleaned from a systematic study of the main features that makes remote oxidations of amides in peptide settings possible, we developed an imidate salt protecting strategy that employs methyl trifluoromethanesulfonate as a reversible alkylating agent. The imidate salt strategy enables, for the first time, remote, nondirected, site-selective C(sp

Indexed as

AmidesAnilidesBiological ProductsCarbamatesCarbonCatalysisElectronsHydrogenOxidation-ReductionPeptidesPharmaceutical PreparationsPyridones2-hydroxypyridineAmidesAnilidesBiological ProductsCarbamatesCarbonHydrogenPeptidesPharmaceutical PreparationsPyridones

Identifiers

PMID28921954
PMCPMC5812270
OpenAlexW2756134372

What OpenQuestion holds

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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.