Evidence map›Paper›PMID 39886586›Full record

ArticleJACS Au2025

Lewis Acid-Catalyzed 1,3-Dipolar Cycloaddition of Bicyclobutanes with Isatogens: Access to Tetracyclic 2-Oxa-3-azabicyclo[3.1.1]heptanes.

Shiksha Deswal, Rohan Chandra Das, Deeptanu Sarkar, Akkattu T Biju

Abstract read
In one paragraph

Article in JACS Au, 2025. 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. 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

4 authors.

Shiksha DeswalDepartment of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India.
Rohan Chandra DasDepartment of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India.
Deeptanu SarkarDepartment of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India.
Akkattu T BijuDepartment of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India.ORCID https://orcid.org/0000-0002-0645-8261

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The 'escape from flatland' concept has gained significant traction in modern drug discovery, emphasizing the importance of three-dimensional molecular architectures, which serve as saturated bioisosteres of benzenoids. Bicyclo[1.1.0]butanes (BCBs), known for their high ring strain and numerous reactivities, offer a simple yet effective method for synthesizing these bicyclic frameworks. Although (3 + 2) annulations involving BCBs have been extensively studied, the 1,3-dipolar cycloaddition of BCBs leading to (3 + 3) annulation has received limited attention. Herein, we report the Lewis acid-catalyzed 1,3-dipolar cycloaddition of BCBs with isatogens allowing the synthesis of biologically relevant tetracyclic 2-oxa-3-azabicyclo[3.1.1]heptanes. Moreover, the reaction can be performed in a one-pot process by the in situ generation of isatogens from 2-alkynylated nitrobenzenes. Additionally, preliminary mechanistic and photophysical studies of the (3 + 3) annulated products and experiments toward the asymmetric version of this reaction are also provided.

Identifiers

PMID39886586
PMCPMC11775695

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC-ND
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.