The Palladium-Catalyzed Trifluoromethylation of Vinyl Sulfonates

The Palladium-Catalyzed Trifluoromethylation of Vinyl Sulfonates

A method for the palladium-catalyzed trifluoromethylation of cyclohexenyl sulfonates has been developed. Various cyclohexenyl triflates and nonaflates underwent trifluoromethylation under mild reaction conditions using a catalyst system composed of Pd(dba)[subscript 2] or [(allyl)PdCl][subscript 2]...

Full description

Bibliographic Details
Main Authors:	Cho, Eun Jin, Buchwald, Stephen Leffler
Other Authors:	Massachusetts Institute of Technology. Department of Chemistry
Format:	Article
Language:	en_US
Published:	American Chemical Society (ACS) 2013
Online Access:	http://hdl.handle.net/1721.1/81967 https://orcid.org/0000-0003-3875-4775

Similar Items

The Palladium-Catalyzed Trifluoromethylation of Aryl Chlorides
by: Cho, Eun Jin, et al.
Published: (2013)

Copper-Catalyzed Trifluoromethylation of Unactivated Olefins
by: Parsons, Andrew T., et al.
Published: (2013)

Palladium-Catalyzed Fluorination of Cyclic Vinyl Triflates: Effect of TESCF
by: Ye, Yuxuan, et al.
Published: (2018)

Palladium-Catalyzed Conversion of Aryl and Vinyl Triflates to Bromides and Chlorides
by: Shen, Xiaoqiang, et al.
Published: (2012)

Palladium-Catalyzed Conversion of Aryl and Vinyl Triflates to Bromides and Chlorides
by: Pan, Jun, et al.
Published: (2013)

Iron(II)-Catalyzed Trifluoromethylation of Potassium Vinyltrifluoroborates
by: Parsons, Andrew T., et al.
Published: (2013)

Palladium-Catalyzed Enantioselective α-Arylation and α-Vinylation of Oxindoles Facilitated by an Axially Chiral P-Stereogenic Ligand
by: Taylor, Alexander M., et al.
Published: (2013)

Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles
by: Yang, Yang, et al.
Published: (2015)

Concise Palladium-Catalyzed Synthesis of Dibenzodiazepines and Structural Analogs
by: Tsvelikhovsky, Dmitry, et al.
Published: (2013)

Palladium-Catalyzed Asymmetric Dearomatization of Naphthalene Derivatives
by: Kessler, Florian, et al.
Published: (2013)

Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions
by: Ruiz-Castillo, Paula, et al.
Published: (2018)

Carbon-trifluoromethyl bond forming reactions and palladium-catalyzed cyanation of (hetero)aryl halides
by: Senecal, Todd D. (Todd Dale)
Published: (2013)

Palladium-Catalyzed N-Arylation of 2-Aminothiazoles
by: McGowan, Meredeth A., et al.
Published: (2013)

Palladium-Catalyzed Amination of Unprotected Five-Membered Heterocyclic Bromides
by: Su, Mingjuan, et al.
Published: (2015)

Palladium-Catalyzed Synthesis of N-Aryl Carbamates
by: Fors, Brett P., et al.
Published: (2015)

Palladium-Catalyzed Amination of Unprotected Halo-7- azaindoles
by: Henderson, Jaclyn L., et al.
Published: (2012)

Mild Palladium-Catalyzed Cyanation of (Hetero)aryl Halides and Triflates in Aqueous Media
by: Cohen, Daniel Tzvi, et al.
Published: (2017)

Palladium-Catalyzed C–O Cross-Coupling of Primary Alcohols
by: Zhang, Hong, et al.
Published: (2020)

Palladium(0)-Catalyzed Arylative Dearomatization of Phenols
by: Rousseaux, Sophie, et al.
Published: (2013)

In-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides
by: Milner, Phillip John, et al.
Published: (2017)

Twofold C−H Functionalization: Palladium-Catalyzed Ortho Arylation of Anilides
by: Brasche, Gordon, et al.
Published: (2014)

Combined Oxypalladation/C-H Functionalization: Palladium(II)-Catalyzed Intramolecular Oxidative Oxyarylation of Hydroxyalkenes
by: Zhu, Rong, et al.
Published: (2013)

Ligand-Controlled Palladium-Catalyzed Regiodivergent Suzuki–Miyaura Cross-Coupling of Allylboronates and Aryl Halides
by: Yang, Yang, et al.
Published: (2015)

Palladium-Catalyzed Hydroxylation of Aryl and Heteroaryl Halides Enabled by the Use of a Palladacycle Precatalyst
by: Cheung, Chi Wai, et al.
Published: (2015)

Synthesis of Aryl Sulfonamides via Palladium-Catalyzed Chlorosulfonylation of Arylboronic Acids
by: Niljianskul, Nootaree, et al.
Published: (2015)

A Bulky Biaryl Phosphine Ligand Allows for Palladium-Catalyzed Amidation of Five-Membered Heterocycles as Electrophiles
by: Su, Mingjuan, et al.
Published: (2013)

A General, Practical Palladium-Catalyzed Cyanation of (Hetero)Aryl Chlorides and Bromides
by: Senecal, Todd D., et al.
Published: (2015)

Palladium-Catalyzed Intramolecular C-H Difluoroalkylation: Synthesis of Substituted 3,3-Difluoro-2-oxindoles
by: Shi, Shi-Liang, et al.
Published: (2015)

Mild and General Palladium-Catalyzed Synthesis of Methyl Aryl Ethers Enabled by the Use of a Palladacycle Precatalyst
by: Cheung, Chi Wai, et al.
Published: (2015)

Palladium(0)-Catalyzed Intermolecular Amination of Unactivated C[3 over sp]-H Bonds
by: Pan, Jun, et al.
Published: (2013)

Rapid and Efficient Trifluoromethylation of Aromatic and Heteroaromatic Compounds Using Potassium Trifluoroacetate Enabled by a Flow System
by: Chen, Mao, et al.
Published: (2015)

Room Temperature Aryl Trifluoromethylation via Copper- Mediated Oxidative Cross-Coupling
by: Buchwald, Stephen Leffler, et al.
Published: (2012)

Highly Selective Palladium-Catalyzed Cross-Coupling of Secondary Alkylzinc Reagents with Heteroaryl Halides
by: Yang, Yang, et al.
Published: (2015)

Accelerating Palladium-Catalyzed C-F Bond Formation: Use of a Microflow Packed-Bed Reactor
by: Maimone, Thomas, et al.
Published: (2013)

Completely N[superscript 1]-Selective Palladium-Catalyzed Arylation of Unsymmetric Imidazoles: Application to the Synthesis of Nilotinib
by: Ueda, Satoshi, et al.
Published: (2013)

Design of New Ligands for the Palladium-Catalyzed Arylation of α-Branched Secondary Amines
by: Park, Nathaniel Hamilton, et al.
Published: (2017)

Asymmetric Copper Hydride-Catalyzed Markovnikov Hydrosilylation of Vinylarenes and Vinyl Heterocycles
by: Gribble, Michael William, et al.
Published: (2018)

Palladium-Catalyzed N-Monoarylation of Amidines and a One-Pot Synthesis of Quinazoline Derivatives
by: McGowan, Meredeth A., et al.
Published: (2015)

Mild and Highly Selective Palladium-Catalyzed Monoarylation of Ammonia Enabled by the Use of Bulky Biarylphosphine Ligands and Palladacycle Precatalysts
by: Cheung, Chi Wai, et al.
Published: (2015)

Room Temperature Copper(II)-Catalyzed Oxidative Cyclization of Enamides to 2,5-Disubstituted Oxazoles via Vinylic C–H Functionalization
by: Cheung, Chi Wai, et al.
Published: (2013)