Ni-catalyzed reductive cyanation of alkenyl tosylates and triflates

Herein, we disclose the nickel-catalyzed reductive cyanation of alkenyl tosylates and triflates. Both cyclic and acyclic alkenyl nitriles are produced in moderate to good yield using 2-(4-methoxyphenyl)-2-methylmalononitrile (MeO-MPMN), a novel transnitrilation, or nitrile transfer, reagent. A robustness screen was undertaken to demonstrate the functional group tolerance of this method.

Authors

Institutions

Publication Details

Journal
Chemical Communications
Published
2024-10-31
DOI
https://doi.org/10.1039/d4cc04972a
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.50

Funders

Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Ni-catalyzed reductive cyanation of alkenyl tosylates and triflates

Joshua M. Graham, Sophie A. L. Rousseaux
2 citations
Chemical Communications
Catalytic C–H Functionalization Methods
0.50
article

Ni-catalyzed reductive cyanation of alkenyl tosylates and triflates

Joshua M. Graham, Sophie A. L. Rousseaux
article en
2 citations

Abstract

Herein, we disclose the nickel-catalyzed reductive cyanation of alkenyl tosylates and triflates. Both cyclic and acyclic alkenyl nitriles are produced in moderate to good yield using 2-(4-methoxyphenyl)-2-methylmalononitrile (MeO-MPMN), a novel transnitrilation, or nitrile transfer, reagent. A robustness screen was undertaken to demonstrate the functional group tolerance of this method.

Chemical CommunicationsVol. 61(5)
University of Toronto (CA)
Alfred P. Sloan Foundation, Ontario Research Foundation, Canada Foundation for Innovation, Canada Research Chairs, University of Toronto, Natural Sciences and Engineering Research Council of Canada
Openalex Percentile: Top 38%
Catalytic C–H Functionalization Methods
0.50
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.