Evidence map›Paper›PMID 35377627›Full record

ArticleJournal of the American Chemical Society2022

Decarboxylative Borylation and Cross-Coupling of (Hetero)aryl Acids Enabled by Copper Charge Transfer Catalysis.

Nathan W Dow, P Scott Pedersen, Tiffany Q Chen, David C Blakemore, Anne-Marie Dechert-Schmitt, Thomas Knauber, David W C MacMillan

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 29 papers.

0numbers the graph read from it
0cells of the map it votes in
29citing 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

29 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Article
  7. Photoexcited LMCT of CuNature communications · 2025
    Article
  8. Review
  9. Article
  10. Article
  11. Review
  12. Article
  13. Article
  14. Article
  15. Article
  16. Article
  17. Article
  18. Desulfurative Borylation of Small Molecules, Peptides, and Proteins.Journal of the American Chemical Society · 2023
    Article
  19. Article
  20. Copper-Mediated Dehydrogenative C(spJournal of the American Chemical Society · 2023
    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

7 authors.

Nathan W DowMerck Center for Catalysis at Princeton University, Princeton, New Jersey 08544, United States.
P Scott PedersenMerck Center for Catalysis at Princeton University, Princeton, New Jersey 08544, United States.
Tiffany Q ChenMerck Center for Catalysis at Princeton University, Princeton, New Jersey 08544, United States.
David C BlakemoreWorldwide Research and Development, Pfizer, Inc., Eastern Point Road, Groton, Connecticut 06340, United States.
Anne-Marie Dechert-SchmittWorldwide Research and Development, Pfizer, Inc., Eastern Point Road, Groton, Connecticut 06340, United States.
Thomas KnauberWorldwide Research and Development, Pfizer, Inc., Eastern Point Road, Groton, Connecticut 06340, United States.ORCID 0000-0002-3354-3322
David W C MacMillanMerck Center for Catalysis at Princeton University, Princeton, New Jersey 08544, United States.ORCID 0000-0001-6447-0587

Funding

Photoredox Catalysis Applications in Organometallics and Chemical BiologyR35GM134897 · NIGMS · PRINCETON UNIVERSITY · PI David W MacMillan · 2020 to 2026
$6.3M
NIGMS NIH HHS R35 GM134897
6 · The paper itself

Abstract

We report a copper-catalyzed strategy for arylboronic ester synthesis that exploits photoinduced ligand-to-metal charge transfer (LMCT) to convert (hetero)aryl acids into aryl radicals amenable to ambient-temperature borylation. This near-UV process occurs under mild conditions, requires no prefunctionalization of the native acid, and operates broadly across diverse aryl, heteroaryl, and pharmaceutical substrates. We also report a one-pot procedure for decarboxylative cross-coupling that merges catalytic LMCT borylation and palladium-catalyzed Suzuki-Miyaura arylation, vinylation, or alkylation with organobromides to access a range of value-added products. The utility of these protocols is highlighted through the development of a heteroselective double-decarboxylative C(sp

Indexed as

CopperPalladiumCatalysisPharmaceutical PreparationsCopperPalladiumPharmaceutical Preparations

Identifiers

PMID35377627
PMCPMC9676084

What OpenQuestion holds

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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.