Evidence map›Paper›PMID 35200025›Full record

ArticleOrganic letters2022

Decarbonylative Pd-Catalyzed Suzuki Cross-Coupling for the Synthesis of Structurally Diverse Heterobiaryls.

Alejandro Cervantes-Reyes, Aaron C Smith, Gary M Chinigo, David C Blakemore, Michal Szostak

Abstract read
In one paragraph

Article in Organic letters, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Article
  2. 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.

Alejandro Cervantes-ReyesDepartment of Chemistry, Rutgers University, 73 Warren Street, Newark, New Jersey 07102, United States.ORCID 0000-0002-8443-3561
Aaron C SmithMedicine Design, Pfizer, Inc., Groton, Connecticut 06340, United States.ORCID 0000-0001-6796-5155
Gary M ChinigoMedicine Design, Pfizer, Inc., Groton, Connecticut 06340, United States.
David C BlakemoreMedicine Design, Pfizer, Inc., Groton, Connecticut 06340, United States.
Michal SzostakDepartment of Chemistry, Rutgers University, 73 Warren Street, Newark, New Jersey 07102, United States.ORCID 0000-0002-9650-9690

Funding

Catalytic Methods for Organic SynthesisR35GM133326 · NIGMS · RUTGERS THE STATE UNIV OF NJ NEWARK · PI Michal Szostak · 2019 to 2026
$2.7M
NIGMS NIH HHS R35 GM133326
6 · The paper itself

Abstract

Heteroaromatic biaryls are core scaffolds found in a plethora of pharmaceuticals; however, their direct synthesis by the Suzuki cross-coupling is limited to heteroaromatic halide starting materials. Here, we report a direct synthesis of diverse nitrogen-containing heteroaromatic biaryls by Pd-catalyzed decarbonylative Suzuki cross-coupling of widely available heterocyclic carboxylic acids with arylboronic acids. The practical and modular nature of this cross-coupling enabled the straightforward preparation of >45 heterobiaryl products using pyridines, pyrimidines, pyrazines, and quinolines in excellent yields. We anticipate that the modular nature of this protocol will find broad application in medicinal chemistry and drug discovery research.

Indexed as

PalladiumBoronic AcidsCarboxylic AcidsCatalysisHeterocyclic CompoundsMolecular StructurePyrazinesPyridinesPyrimidinesQuinolinesBoronic AcidsCarboxylic AcidsHeterocyclic CompoundsPalladiumPyrazinesPyridinesPyrimidinesQuinolines

Identifiers

PMID35200025
PMCPMC9069322

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.