Evidence map›Paper›PMID 27511474›Full record

ArticleAngewandte Chemie (International ed. in English)2016

Intramolecular Radical Aziridination of Allylic Sulfamoyl Azides by Cobalt(II)-Based Metalloradical Catalysis: Effective Construction of Strained Heterobicyclic Structures.

Huiling Jiang, Kai Lang, Hongjian Lu, Lukasz Wojtas, X Peter Zhang

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.

0numbers the graph read from it
0cells of the map it votes in
19citing 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

19 citing papers in PubMed.

  1. Article
  2. Trisubstituted Alkenes as Valuable Building Blocks.Molecules (Basel, Switzerland) · 2025
    Review
  3. Review
  4. Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Review
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  11. Article
  12. Article
  13. Review
  14. Article
  15. Article
  16. Article
  17. Catalytic Radical Process for Enantioselective Amination of C(spAngewandte Chemie (International ed. in English) · 2018
    Article
  18. Article
  19. 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

5 authors.

Huiling JiangDepartment of Chemistry, University of South Florida, Tampa, FL, 33620, USA.
Kai LangDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts, 02467, USA.
Hongjian LuDepartment of Chemistry, University of South Florida, Tampa, FL, 33620, USA.
Lukasz WojtasDepartment of Chemistry, University of South Florida, Tampa, FL, 33620, USA.
X Peter ZhangDepartment of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts, 02467, USA. peter.zhang@bc.edu.

Funding

Catalytic Processes for Stereoselective Radical Cyclization ReactionsR01GM102554 · NIGMS · BOSTON COLLEGE · PI ZHANG, X. PETER · 2015 to 2024
$3.4M
NIGMS NIH HHS R01 GM102554
6 · The paper itself

Abstract

Cobalt(II)-based metalloradical catalysis (MRC) has been successfully applied for effective construction of the highly strained 2-sulfonyl-1,3-diazabicyclo[3.1.0]hexane structures in high yields through intramolecular radical aziridination of allylic sulfamoyl azides. The resulting [3.1.0] bicyclic aziridines prove to be versatile synthons for the preparation of a diverse range of 1,2- and 1,3-diamine derivatives by selective ring-opening reactions. As a demonstration of its application for target synthesis, the metalloradical intramolecular aziridination reaction has been incorporated as a key step for efficient synthesis of a potent neurokinin 1 (NK1 ) antagonist in 60 % overall yield.

Indexed as

AzidesAziridinesBridged Bicyclo CompoundsCatalysisCobaltCoordination ComplexesCrystallography, X-RayMolecular ConformationNeurokinin-1 Receptor AntagonistsStereoisomerismAzidesAziridinesBridged Bicyclo CompoundsCobaltCoordination ComplexesNeurokinin-1 Receptor Antagonistsaziridinationcobaltheterocyclesmetalloradical catalysisradicals

Identifiers

PMID27511474
PMCPMC5014589

What OpenQuestion holds

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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.