Evidence map›Paper›PMID 32017583›Full record

ArticleOrganic letters2020

Safety Assessment of Benzyne Generation from a Silyl Triflate Precursor.

Andrew V Kelleghan, Carl A Busacca, Max Sarvestani, Ivan Volchkov, Jose M Medina, Neil K Garg

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Organic letters, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. Article
  2. Article
  3. Review
  4. 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

6 authors.

Andrew V KelleghanDepartment of Chemistry and Biochemistry , University of California , Los Angeles , California 90095-1569 , United States.
Carl A BusaccaChemical Development , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877-0368 , United States.
Max SarvestaniChemical Development , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877-0368 , United States.
Ivan VolchkovChemical Development , Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road , Ridgefield , Connecticut 06877-0368 , United States.
Jose M MedinaDepartment of Chemistry and Biochemistry , University of California , Los Angeles , California 90095-1569 , United States.
Neil K GargDepartment of Chemistry and Biochemistry , University of California , Los Angeles , California 90095-1569 , United States.ORCID 0000-0002-7793-2629

Funding

Biotechnology Training in Biomedical Sciences and EngineeringT32GM067555 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI GU, ZHEN · 2005 to 2019
$2.8M
Harnessing Strained Intermediates to Access Complex MoleculesR01GM132432 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI GARG, NEIL K · 2019 to 2020
$735k
Time-of-Flight Mass Spectrometer for Synthesis Supporting Biomedical ResearchS10RR025631 · NCRR · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI HOUK, KENDALL N · 2009 to 2009
$328k
Harnessing Strained Intermediates to Access Complex MoleculesR01GM123299 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI GARG, NEIL K · 2018 to 2018
$269k
NCRR NIH HHS S10 RR025631NIGMS NIH HHS R01 GM123299NIGMS NIH HHS R01 GM132432NIGMS NIH HHS T32 GM067555
6 · The paper itself

Abstract

Silyl triflate precursors to benzyne and related intermediates have emerged as valuable synthetic building blocks. However, data addressing the safety of employing these silyl triflate precursors are lacking. We report the calorimetric analysis of a typical Kobayashi procedure for forming and trapping benzyne using a silyl triflate precursor. Our findings suggest that, unlike benzenediazonium carboxylate precursors to benzyne, silyl triflates may be employed under mild conditions without severe concern for runaway reaction.

Indexed as

Benzene DerivativesMolecular StructureSilanesStereoisomerismBenzene DerivativesbenzyneSilanessilyl trifluoromethanesulfonate

Identifiers

PMID32017583
PMCPMC7193426

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.