Evidence map›Paper›PMID 37390358›Full record

ArticleAngewandte Chemie (International ed. in English)2023

Leveraging the Persistent Radical Effect in the Synthesis of trans-2,3-Diaryl Dihydrobenzofurans.

Bec J Roldan, Travis A Hammerstad, Matthew S Galliher, Mitchell H Keylor, Derek A Pratt, Corey R J Stephenson

Open access · greenAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2023. 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
0.9field-weighted citation impact, top 30% 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, 6 citations in OpenAlex.

  1. Review
  2. Article
  3. Review
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 at 2 institutions in 2 countries.

Bec J RoldanDepartment of Chemistry, University of Michigan, Ann Arbor, 930 N University Ave, Ann Arbor, MI 48109, USA.
Travis A HammerstadDepartment of Chemistry, University of Michigan, Ann Arbor, 930 N University Ave, Ann Arbor, MI 48109, USA.
Matthew S GalliherDepartment of Chemistry, University of Michigan, Ann Arbor, 930 N University Ave, Ann Arbor, MI 48109, USA.
Mitchell H KeylorDepartment of Chemistry, University of Michigan, Ann Arbor, 930 N University Ave, Ann Arbor, MI 48109, USA.
Derek A PrattDepartment of Chemistry and Biomolecular Sciences, University of Ottawa, Ottawa, Ontario, K1N 6N5, Canada.
Corey R J StephensonDepartment of Chemistry, University of Michigan, Ann Arbor, 930 N University Ave, Ann Arbor, MI 48109, USA.ORCID http://orcid.org/0000-0002-2443-5514
University of Michigan · USUniversity of Ottawa · CA

Funding

Free radical strategies for bioactive molecule synthesis - Undergraduate SupplementR35GM144286 · NIGMS · UNIVERSITY OF MICHIGAN AT ANN ARBOR · PI STEPHENSON, COREY · 2022 to 2024
$1.8M
NIGMS NIH HHS R35 GM144286NIGMS NIH HHS R35GM144286
6 · The paper itself

Abstract

A simple method for accessing trans-2,3-diaryl dihydrobenzofurans is reported. This approach leverages the equilibrium between quinone methide dimers and their persistent radicals. This equilibrium is disrupted by phenols that yield comparatively transient phenoxyl radicals, leading to cross-coupling between the persistent and transient radicals. The resultant quinone methides with pendant phenols rapidly cyclize to form dihydrobenzofurans (DHBs). This putative biomimetic access to dihydrobenzofurans provides superb functional group tolerance and a unified approach for the synthesis of resveratrol-based natural products.

Indexed as

AntioxidantsDihydrobenzofuranQuinone MethidesRadicalsResveratrol

Identifiers

PMID37390358
PMCPMC10528744
OpenAlexW4382653878

What OpenQuestion holds

Textmetadata
LicenceTDM
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.