Evidence map›Paper›PMID 31869510›Full record

ArticleAngewandte Chemie (International ed. in English)2020

P

Trevor V Nykaza, Gen Li, Junyu Yang, Michael R Luzung, Alexander T Radosevich

Open access · greenAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing papers in PubMed
4.1field-weighted citation impact, top 5% 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

17 citing papers in PubMed, 62 citations in OpenAlex.

  1. Beyond BODIPY: dipyrrin complexes of P-block elements.Journal of coordination chemistry · 2025
    Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Chemoselective Primary Amination of Aryl Boronic Acids by PJournal of the American Chemical Society · 2022
    Article
  7. Article
  8. Article
  9. Uniting Amide Synthesis and Activation by PJournal of the American Chemical Society · 2021
    Article
  10. PJournal of the American Chemical Society · 2021
    Article
  11. Article
  12. Phosphorus-Based Catalysis.ACS central science · 2021
    Review
  13. Article
  14. Reductive CTrends in chemistry · 2021
    Article
  15. Article
  16. Let's Make White Phosphorus Obsolete.ACS central science · 2020
    Review
  17. An Improved PJournal of the American Chemical Society · 2020
    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 at 2 institutions in 1 country.

Trevor V NykazaDepartment of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA, 02139, USA.ORCID 0000-0002-7683-2984
Gen LiDepartment of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA, 02139, USA.ORCID 0000-0001-6857-0235
Junyu YangDepartment of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA, 02139, USA.ORCID 0000-0002-6275-513X
Michael R LuzungKallyope Inc., 430 E. 29th St., Suite 1050, New York, NY, 10016, USA.ORCID 0000-0001-9729-2211
Alexander T RadosevichDepartment of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA, 02139, USA.ORCID 0000-0002-5373-7343
Massachusetts Institute of Technology · USKallyope (United States) · US

Funding

Synthetic Methods based on Biphilic Phosphorus CatalystsR01GM114547 · NIGMS · PENNSYLVANIA STATE UNIVERSITY, THE · PI Alexander T Radosevich · 2015 to 2026
$4.2M
NIGMS NIH HHS R01 GM114547
6 · The paper itself

Abstract

An organocatalytic method for the modular synthesis of diverse N-aryl and N-alkyl azaheterocycles (indoles, oxindoles, benzimidazoles, and quinoxalinediones) is reported. The method employs a small-ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) and a hydrosilane reductant to drive the conversion of ortho-functionalized nitroarenes into azaheterocycles through sequential intermolecular reductive C-N cross coupling with boronic acids, followed by intramolecular cyclization. This method enables the rapid construction of azaheterocycles from readily available building blocks, including a regiospecific approach to N-substituted benzimidazoles and quinoxalinediones.

Indexed as

BenzimidazolesBoronic AcidsCatalysisCyclizationMolecular StructureOrganophosphorus CompoundsOxidation-ReductionQuinoxalinesSilanesBenzimidazolesBoronic AcidsOrganophosphorus CompoundsQuinoxalinesSilanescross-couplingcyclizationnitrogen heterocyclesorganocatalysisphosphorus

Identifiers

PMID31869510
PMCPMC7054160
OpenAlexW3003547180

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

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.