1067883-58-2

Usage

Reaction

Suzuki-Miyaura Coupling of Aryl Mesylates and alkenyl tosylate and mesylate bearing alkyl, methoxy, aldehyde, keto, nitrile, ester, and heteroaryl substitution. Sonogashira Coupling of Aryl Mesylates, R' = alkyl, aryl; R = C(O)R, COOMe, CHO, CN. Buchwald-Hartwig Amination of Aryl Mesylates, R = cyano, chloro, methoxy, keto, ester and etc. Additional catalyzed reactions include Cyanation of functional Aryl Mesylates and Chlorides; Hiyama Coupling of Aryl Mesylates; Direct Arylation of Heterocycles with Aryl Mesylates; Borylation of Aryl Mesylates.

Upstream product

• 2142-69-0 2-bromophenyl methyl ketone 
• 618-40-6 1-Methyl-1-phenylhydrazine 
• 1067883-80-0 N-methyl-2-(2'-bromophenyl)-1H-indole 
• 16523-54-9 chlorodicyclohexylphosphane 

Downstream Products

• 1070731-49-5 [palladium(II)(C₈H₄N(Me)C₆H₄(PCy₂)OOC(CH₃))]2 

Relevant academic research and scientific papers

Decarboxylative cross-coupling of mesylates catalyzed by copper/palladium systems with customized imidazolyl phosphine ligands

The activation of the inert C-O bonds in mesylates through the use of a new class of imidazolyl phosphines allows the decarboxylative coupling of aryl mesylates as well as polysubstituted alkenyl mesylates. Variation of the ligands leads to two complementary methods providing the corresponding biaryls and polysubstituted olefins in good yields. Copyright

Suzuki-Miyaura coupling of aryl tosylates catalyzed by an array of indolyl phosphine-palladium catalysts

A family of indolyl phosphine ligands was applied to Suzuki-Miyaura cross-coupling of aryl tosylates. Catalyst loading can be reduced to 0.2 mol % for coupling of nonactivated aryl tosylate. A challenging example for room temperature coupling is realized. The scope of this highly active Pd/L2 system can be extended to other boron nucleophiles, including trifluoroborate salts and boronate esters. The ligand structural comparisons toward the reactivity in tosylate couplings are also described.

Palladium-catalyzed amination of aryl mesylates

(Chemical Equation Presented) Aminated adventures: The new phosphine ligand L in combination with a Pd(OAc)2 precursor provides the first palladium-catalyzed amination of unactivated aryl mesylates. This catalyst system can be applied in an aqueous reaction medium without detrimental effect.

A general palladium-catalyzed Suzuki-Miyaura coupling of aryl mesylates

(Chemical Equation Presented) Catalyze this! The first palladium-catalyzed Suzuki-Miyaura coupling of unactivated aryl mesylates is reported, with not only arylboronic acids, but also other organoboron nucleophiles (see picture; Z=B(OH)2, BF3K, BPin). The reaction conditions are compatible with various common functional groups (R1=alkyl, OMe, CHO, CO, CN, CO2R′, heteroaryl).