Evidence map›Paper›PMID 36697592›Full record

ArticleCommunications chemistry2021

A cascade double 1,4-addition/intramolecular annulation strategy for expeditious assembly of unsymmetrical dibenzofurans.

Xinwei He, Ruxue Li, Pui Ying Choy, Mengqing Xie, Jiahui Duan, Qiang Tang, Yongjia Shang, Fuk Yee Kwong

Abstract read
In one paragraph

Article in Communications chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Article
  2. Review
  3. Article
  4. Article
  5. An expeditious FeClChemical science · 2022
    Article
  6. 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

8 authors.

Xinwei HeKey Laboratory of Functional Molecular Solids, Ministry of Education, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, PR China. xinweihe@mail.ahnu.edu.cn.ORCID http://orcid.org/0000-0002-1974-2464
Ruxue LiKey Laboratory of Functional Molecular Solids, Ministry of Education, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, PR China.
Pui Ying ChoyState Key Laboratory of Synthetic Chemistry and Department of Chemistry, The Chinese University of Hong Kong, New Territories, Shatin, Hong Kong SAR, PR China.
Mengqing XieKey Laboratory of Functional Molecular Solids, Ministry of Education, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, PR China.
Jiahui DuanKey Laboratory of Functional Molecular Solids, Ministry of Education, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, PR China.
Qiang TangKey Laboratory of Functional Molecular Solids, Ministry of Education, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, PR China.
Yongjia ShangKey Laboratory of Functional Molecular Solids, Ministry of Education, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, PR China. shyj@mail.ahnu.edu.cn.ORCID http://orcid.org/0000-0001-9873-9150
Fuk Yee KwongState Key Laboratory of Synthetic Chemistry and Department of Chemistry, The Chinese University of Hong Kong, New Territories, Shatin, Hong Kong SAR, PR China. fykwong@cuhk.edu.hk.ORCID http://orcid.org/0000-0001-9105-1740

Funding

Chinese University of Hong Kong (CUHK) 4442353Guangdong Science and Technology Department (Science and Technology Department, Guangdong Province) 2019A1515011357National Natural Science Foundation of China (National Science Foundation of China) 21772001Natural Science Foundation of Anhui Province (Anhui Provincial Natural Science Foundation) 1808085MB41Research Grants Council, University Grants Committee (RGC, UGC) 14304519-19P
6 · The paper itself

Abstract

Existing synthetic routes for accessing dibenzofuran core have intrinsic regioselectivity, limiting the substitution patterns available in heteropolycyclic arene products. Here we report a double 1,4-conjugate addition/intramolecular annulation cascade reaction between propargylamines and two equivalents of imidazolium methylides that allows efficient access of structurally versatile dibenzofurans. This transition metal-free protocol proceeds smoothly under bench-top air atmosphere and offers easy manipulation of substituents on the dibenzofuran core, and also provides good-to-excellent product yields with good functional group tolerance, particularly the -Br and -Cl groups which are often incompatible with existing metal-catalyzed C-C and/or C-O bond ring-forming processes. It is worth noting that ladder-type π-systems with all-arene quarternary carbon structure can be straightforwardly generated upon simple late-stage functionalization.

Identifiers

PMID36697592
PMCPMC9814151

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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.