Evidence map›Paper›PMID 33569242›Full record

ArticleACS catalysis2020

C─C Cleavage Approach to C─H Functionalization of Saturated Aza-Cycles.

Jose B Roque, Yusuke Kuroda, Justin Jurczyk, Li-Ping Xu, Jin Su Ham, Lucas T Göttemann, Charis A Roberts, Donovon Adpressa, Josep Saurí, Leo A Joyce and 3 more

Open access · greenAbstract read
In one paragraph

Article in ACS catalysis, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 30 papers.

0numbers the graph read from it
0cells of the map it votes in
30citing papers in PubMed
5.1field-weighted citation impact, top 4% 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

30 citing papers in PubMed, 67 citations in OpenAlex.

  1. Review
  2. Regiodivergent α- and β-Functionalization of SaturatedJournal of the American Chemical Society · 2025
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  3. Skeletal Editing Strategies Driven by Total Synthesis.Accounts of chemical research · 2025
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  4. Review
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  12. Pd(II)-Mediated C-H Activation for Cysteine Bioconjugation.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  13. Article
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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

13 authors at 3 institutions in 1 country.

Jose B RoqueDepartment of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.
Yusuke KurodaDepartment of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.
Justin JurczykDepartment of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.
Li-Ping XuCherry L. Emerson Center for Scientific Computation, and Department of Chemistry, Emory University, Atlanta, Georgia 30322, United States.
Jin Su HamDepartment of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.
Lucas T GöttemannDepartment of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.
Charis A RobertsDepartment of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.
Donovon AdpressaStructure Elucidation Group, Department of Analytical Research & Development, Merck & Company Inc., Boston, Massachusetts 02115, United States.
Josep SauríStructure Elucidation Group, Department of Analytical Research & Development, Merck & Company Inc., Boston, Massachusetts 02115, United States.
Leo A JoyceDepartment of Process Research & Development, Merck & Company Inc., Rahway, New Jersey 07065, United States.
Djamaladdin G MusaevCherry L. Emerson Center for Scientific Computation, and Department of Chemistry, Emory University, Atlanta, Georgia 30322, United States.ORCID 0000-0003-1160-6131
Charles S YeungDisruptive Chemistry Fellow, Department of Discovery Chemistry, Merck & Company Inc., Boston, Massachusetts 02115, United States.ORCID 0000-0001-7320-7190
Richmond SarpongDepartment of Chemistry, University of California, Berkeley, Berkeley, California 94720, United States.ORCID 0000-0002-0028-6323
University of California, Berkeley · USMerck & Co., Inc., Rahway, NJ, USA (United States) · USEmory University · US

Funding

Total Synthesis of Bioactive Natural ProductsR01GM086374 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI SARPONG, RICHMOND · 2009 to 2018
$2.7M
A proposal for the purchase of a new Cu anode Microsource X-ray Diffractometer wiS10RR027172 · NCRR · UNIVERSITY OF CALIFORNIA BERKELEY · PI RAYMOND, KENNETH N · 2010 to 2010
$500k
Acquisition of a Cryoprobe and Related Accessories for a 600 MHz NMR Spectrometer to Support Health Research Activities at the University of California, BerkeleyS10OD024998 · OD · UNIVERSITY OF CALIFORNIA BERKELEY · PI HARTWIG, JOHN F · 2018 to 2018
$265k
NCRR NIH HHS S10 RR027172NIGMS NIH HHS R01 GM086374NIH HHS S10 OD024998
6 · The paper itself

Abstract

Saturated cyclic amines (aza-cycles) are ubiquitous structural motifs found in pharmaceuticals, agrochemicals, and bioactive natural products. Given their importance, methods that directly functionalize aza-cycles are in high demand. Herein, we disclose a fundamentally different approach to functionalizing cyclic amines which relies on C─C cleavage and attendant cross-coupling. The initial functionalization step is the generation of underexplored N-fused bicyclo

Indexed as

C─C cleavagecross-couplingcyclic aminesNorrish–Yangpalladiumstrain release

Identifiers

PMID33569242
PMCPMC7872151
OpenAlexW2999191808

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.