Evidence map›Paper›PMID 22385385›Full record

ArticleOrganic letters2012

Nickel-catalyzed cross-coupling of chromene acetals and boronic acids.

Thomas J A Graham, Abigail G Doyle

Abstract read
In one paragraph

Article in Organic letters, 2012. 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
–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

17 citing papers in PubMed.

  1. Article
  2. Review
  3. Article
  4. Article
  5. Article
  6. Article
  7. Ni-Catalyzed Carbon-Carbon Bond-Forming Reductive Amination.Journal of the American Chemical Society · 2018
    Article
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Metalloradical approach to 2H-chromenes.Journal of the American Chemical Society · 2014
    Article
  14. Article
  15. Article
  16. Article
  17. 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

2 authors.

Thomas J A GrahamDepartment of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.
Abigail G Doyle

Funding

Metal-Catalyzed Cross Coupling with N,O-Acetals and AcetalsR01GM100985 · NIGMS · PRINCETON UNIVERSITY · PI DOYLE, ABIGAIL GUTMANN · 2013 to 2017
$1.5M
NIGMS NIH HHS R01 GM100985
6 · The paper itself

Abstract

A modular and highly efficient protocol for the synthesis of 2-aryl- and heteroaryl-2H-chromenes is described. Under base-free conditions, readily accessible 2-ethoxy-2H-chromenes undergo C(sp(3))-O activation and C(sp(3))-C bond formation in the presence of an inexpensive nickel catalyst and boronic acids. This new strategy enables broad access to 2-substituted-2H-chromenes and has been applied to the late-stage incorporation of complex molecules, including the pharmaceuticals loratidine and indomethacin methyl ester.

Indexed as

AcetalsBenzopyransBoronic AcidsCatalysisMolecular StructureNickelAcetalsBenzopyransBoronic AcidsNickel

Identifiers

PMID22385385
PMCPMC4804347

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.