Synthesis of Acridines through Alkyne Addition to Diarylamines.

Kristen E Berger, Grant M McCormick, Joseph A Jaye, Christina M Rozeske, Eric H Fort

Abstract read

In one paragraph

Article in Molecules (Basel, Switzerland), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

0numbers the graph read from it

0cells of the map it votes in

0citing 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

0 citing papers in PubMed.

No citing paper in PubMed yet.

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.

Kristen E BergerDepartment of Chemistry, University of St. Thomas, 2115 Summit Avenue, St. Paul, MN 55115, USA. berger46@purdue.edu.

Grant M McCormickDepartment of Chemistry, University of St. Thomas, 2115 Summit Avenue, St. Paul, MN 55115, USA. grant.mccormick@unmc.edu.

Joseph A JayeDepartment of Chemistry, University of St. Thomas, 2115 Summit Avenue, St. Paul, MN 55115, USA. jaye4028@ucla.edu.

Christina M RozeskeDepartment of Chemistry, University of St. Thomas, 2115 Summit Avenue, St. Paul, MN 55115, USA. christina.rozeske@gmail.com.

Eric H FortDepartment of Chemistry, University of St. Thomas, 2115 Summit Avenue, St. Paul, MN 55115, USA. ehfort@stthomas.edu.ORCID 0000-0002-3743-9741

Funding

American Chemical Society Petroleum Research Fund 53797-UNI4Materials Research Science and Engineering Center, University of Minnesota, United States DMR-0819885

6 · The paper itself

Abstract

A new synthesis of substituted acridines is achieved by palladium-catalyzed addition of terminal acetylenes between the aryl rings of bis(2-bromophenyl)amine. By including a diamine base and elevating the temperature, the reaction pathway favors the formation of acridine over a double Sonogashira reaction to form bis(tolan)amine. This method is demonstrated with several aryl-alkynes and alkyl-alkynes.

Indexed as

AcridinesAlkynesAminesMolecular StructureTemperatureAcridinesAlkynesAminesacridinecyclizationone-potpolycyclesterminal-alkyne

Identifiers

PMID30400283

DOI10.3390/molecules23112867

PMCPMC6278640

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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.