Evidence map›Paper›PMID 36697903›Full record

ArticleCommunications chemistry2022

Diverse reactivity of the gem-difluorovinyl iodonium salt for direct incorporation of the difluoroethylene group into N- and O-nucleophiles.

Chenxin Ge, Bin Wang, Yunchen Jiang, Chao Chen

Abstract read
In one paragraph

Article in Communications chemistry, 2022. 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
–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

3 citing papers in PubMed.

  1. Article
  2. Review
  3. 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

4 authors.

Chenxin GeKey Laboratory of Bioorganic Phosphorus & Chemical Biology (Ministry of Education, MOE), Tsinghua University, 100084, Beijing, China.
Bin WangKey Laboratory of Bioorganic Phosphorus & Chemical Biology (Ministry of Education, MOE), Tsinghua University, 100084, Beijing, China.
Yunchen JiangKey Laboratory of Bioorganic Phosphorus & Chemical Biology (Ministry of Education, MOE), Tsinghua University, 100084, Beijing, China.
Chao ChenKey Laboratory of Bioorganic Phosphorus & Chemical Biology (Ministry of Education, MOE), Tsinghua University, 100084, Beijing, China. chenchao01@mails.tsinghua.edu.cn.ORCID http://orcid.org/0000-0002-7644-0884

Funding

National Natural Science Foundation of China (National Science Foundation of China) 21871158National Natural Science Foundation of China (National Science Foundation of China) 22071129
6 · The paper itself

Abstract

The synthesis of gem-difluoroethylene compounds remains a difficult task in organic synthesis. Here, the direct difluoroethylation reactions of N- and O-nucleophiles including amides and acids were realized with a hypervalent iodine reagent: gem-difluorovinyl iodonium salt (DFVI). The reactions were accomplished via a neighbouring group rearrangement. The gem-difluorovinyl iodonium salt was found to display diverse reactivity due to its unique electronic effect and was applied to the incorporation of difluoroethylene group, including difluorovinylation of carboxylic acids, difluorovinylation and 1,3-cyclic fluorovinylation of amides and 1,1-cyclic difluoroethylation of amines.

Identifiers

PMID36697903
PMCPMC9814539

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Registered trials

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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.