Evidence map›Paper›PMID 30896175›Full record

ArticleOrganic letters2019

Three-Component Coupling of Aldehydes, 2-Aminopyridines, and Diazo Esters via Rhodium(III)-Catalyzed Imidoyl C-H Activation: Synthesis of Pyrido[1,2- a]pyrimidin-4-ones.

Gia L Hoang, Adam J Zoll, Jonathan A Ellman

Abstract read
In one paragraph

Article in Organic letters, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. Review
  2. Article
  3. Electro-Oxidative C3-Selenylation of Pyrido[1,2-Molecules (Basel, Switzerland) · 2023
    Article
  4. Imine Directed Cp*RhAngewandte Chemie (International ed. in English) · 2023
    Article
  5. Review
  6. Article
  7. 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

3 authors.

Gia L HoangDepartment of Chemistry , Yale University , 225 Prospect Street , New Haven , Connecticut 06520 , United States.ORCID 0000-0003-2332-1854
Adam J ZollDepartment of Chemistry , Yale University , 225 Prospect Street , New Haven , Connecticut 06520 , United States.
Jonathan A EllmanDepartment of Chemistry , Yale University , 225 Prospect Street , New Haven , Connecticut 06520 , United States.ORCID 0000-0001-9320-5512

Funding

Next-generation C-H functionalization methods for organic synthesis and their applications to biological inquiryR35GM122473 · NIGMS · YALE UNIVERSITY · PI JONATHAN A ELLMAN · 2017 to 2026
$7.6M
NIGMS NIH HHS R35 GM122473
6 · The paper itself

Abstract

Imines formed in situ from 2-aminopyridines and aldehydes undergo Rh(III)-catalyzed imidoyl C-H activation and coupling with diazo esters to give pyrido[1,2- a]pyrimidin-4-ones. Aromatic and enolizable aliphatic aldehydes were both effective substrates, and a broad range of functional groups were incorporated at different sites on the heterocyclic products. In addition, methoxy and dimethylamino functionalities could be directly installed on the pyrimidine ring by employing trimethyl orthoformate or N, N-dimethylformamide dimethyl acetal in place of the aldehyde, respectively.

Indexed as

AldehydesAminopyridinesAzo CompoundsCatalysisEstersImidesMolecular StructurePyridinesPyrimidinonesRhodiumAldehydesalpha-aminopyridineAminopyridinesAzo CompoundsEstersImidesPyridinesPyrimidinonesRhodium

Identifiers

PMID30896175
PMCPMC6561808

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.