Evidence map›Paper›PMID 31145628›Full record

ArticleOrganic letters2019

Photoredox-Catalyzed Multicomponent Petasis Reaction with Alkyltrifluoroborates.

Jun Yi, Shorouk O Badir, Rauful Alam, Gary A Molander

Abstract read
In one paragraph

Article in Organic letters, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.

0numbers the graph read from it
0cells of the map it votes in
24citing 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

24 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Nucleophilic Additions of Organolithium Reagents to Heterocyclic Aldimines.Synlett : accounts and rapid communications in synthetic organic chemistry · 2025
    Article
  7. Article
  8. Review
  9. Article
  10. Photocatalytic Decarboxylative Alkylation of Cyclic Imine-BFJournal of the American Chemical Society · 2024
    Article
  11. Strategies for the Development of Asymmetric and Non-Directed Petasis Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024
    Article
  12. A General Three-Component Alkyl Petasis Boron-Mannich Reaction.Journal of the American Chemical Society · 2024
    Article
  13. Article
  14. Article
  15. The Impact of Boron Hybridisation on Photocatalytic Processes.Angewandte Chemie (International ed. in English) · 2022
    Review
  16. Article
  17. Article
  18. Article
  19. A GeneralChem · 2021
    Article
  20. 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.

Jun YiRoy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.
Shorouk O BadirRoy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.
Rauful AlamRoy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.
Gary A MolanderRoy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.ORCID 0000-0002-9114-5584

Funding

Accessing New Chemical Space via Organic SynthesisR35GM131680 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI MOLANDER, GARY A · 2019 to 2022
$2.4M
A Novel Mechanistic Paradigm for Cross-CouplingR01GM113878 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI MOLANDER, GARY A · 2015 to 2018
$1.5M
NIGMS NIH HHS R01 GM113878NIGMS NIH HHS R35 GM131680
6 · The paper itself

Abstract

A redox-neutral alkyl Petasis reaction has been developed that proceeds via photoredox catalysis. A diverse set of primary, secondary, and tertiary alkyltrifluoroborates participate effectively in this reaction through a single-electron transfer mechanism, in contrast to the traditional two-electron Petasis reaction, which accommodates only unsaturated boronic acids. This protocol is ideal to diversify benzyl-type and glyoxalate-derived aldehydes, anilines, and alkyltrifluoroborates toward the rapid assembly of libraries of higher molecular complexity important in pharmaceutical and agrochemical settings.

Indexed as

AldehydesAniline CompoundsBoratesCatalysisHydrocarbons, FluorinatedIminesMolecular StructureOxidation-ReductionPhotochemical ProcessesAldehydesAniline CompoundsBoratesHydrocarbons, FluorinatedImines

Identifiers

PMID31145628
PMCPMC7086342

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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.