One-Pot Iridium Catalyzed C-H Borylation/Sonogashira Cross-Coupling: Access to Borylated Aryl Alkynes.

Ghayoor A Chotana, Jose R Montero Bastidas, Susanne L Miller, Milton R Smith, Robert E Maleczka

Open access · goldAbstract read

In one paragraph

Article in Molecules (Basel, Switzerland), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it

0cells of the map it votes in

3citing papers in PubMed

0.5field-weighted citation impact, top 41% 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

3 citing papers in PubMed, 8 citations in OpenAlex.

Iridium-Catalyzed C-H Borylation of CFACS omega · 2022
Article
Advances in Cross-Coupling Reactions.Molecules (Basel, Switzerland) · 2020
Article
Facile Synthesis of NH-Free 5-(Hetero)Aryl-Pyrrole-2-Carboxylates by Catalytic C-H Borylation and Suzuki Coupling.Molecules (Basel, Switzerland) · 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 3 institutions in 2 countries.

Ghayoor A ChotanaDepartment of Chemistry, Michigan State University, East Lansing, MI 48824-1322, USA.ORCID 0000-0003-2634-0698

Jose R Montero BastidasDepartment of Chemistry, Michigan State University, East Lansing, MI 48824-1322, USA.ORCID 0000-0002-6325-8565

Susanne L MillerBoroPharm Inc., 39555 Orchard Hill Place, Suite 600, Novi, MI 48375, USA.

Milton R SmithDepartment of Chemistry, Michigan State University, East Lansing, MI 48824-1322, USA.

Robert E MaleczkaDepartment of Chemistry, Michigan State University, East Lansing, MI 48824-1322, USA.

Michigan State University · USBoroPharm (United States) · USLahore University of Management Sciences · PK

Funding

Michigan Technology Tri-Corridor Fund GR-564NIH HHS GM63188

6 · The paper itself

Abstract

Borylated aryl alkynes have been synthesized via one-pot iridium catalyzed C-H borylation (CHB)/Sonogashira cross-coupling of aryl bromides. Direct borylation of aryl alkynes encountered problems related to the reactivity of the alkyne under CHB conditions. However, tolerance of aryl bromides to CHB made possible a subsequent Sonogashira cross-coupling to access the desired borylated aryl alkynes.

Indexed as

AlkynesCarbonCatalysisChemistry Techniques, SyntheticHydrogenIridiumOxidative CouplingAlkynesCarbonHydrogenIridiumborylated aryl alkynesC–H borylationone-pot reactionSonogashira cross-coupling

Identifiers

PMID32290238

DOI10.3390/molecules25071754

PMCPMC7181282

OpenAlexW3015378294

What OpenQuestion holds

Textmetadata

LicenceCC BY

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.