51207-43-3Relevant academic research and scientific papers
Nickel-catalyzed methylation of aryl halides/tosylates with methyl tosylate
Wang, Jiawang,Zhao, Jianhong,Gong, Hegui
supporting information, p. 10180 - 10183 (2017/09/23)
This work describes the cross-electrophile methylation of aryl bromides and aryl tosylates with methyl tosylate. The mild reaction conditions allow effective methylation of a wide set of heteroaryl electrophiles and dimethylation of dibromoarenes.
Facile removal of tosyl chloride from tosylates using cellulosic materials, e.g., filter paper
Schoonover, Daniel V.,Gibson, Harry W.
supporting information, p. 242 - 244 (2016/12/27)
Excess tosyl chloride used in the tosylation of alcohols is quickly and easily removed by reacting it with cellulosic materials, e.g., filter paper, and filtering.
Aminocarbonylation of Aryl Tosylates to Carboxamides
Chung, Seungwon,Sach, Neal,Choi, Chulho,Yang, Xiaojing,Drozda, Susan E.,Singer, Robert A.,Wright, Stephen W.
supporting information, p. 2848 - 2851 (2015/06/16)
The palladium - catalyzed aminocarbonylation of aryl tosylates with amines is reported. Suitable conditions were identified by high throughput reaction screening and then further optimized. The substrate scope of the reaction with respect to the aryl tosylate component and the amine component are reported. Competitive aminolysis of the aryl tosylates to afford the amine toluenesulfonamides and the phenol was not observed.
Copper-catalysed coupling of aryl tosylates with sodium arylsulfinates
Wang, Chunjie,Zhang, Hui,Li, Zhiwei,Wang, Ziyun
, p. 639 - 642 (2015/02/02)
Diaryl sulfones derivatives were easily synthesised from aryl tosylates and sodium arylsulfinates in high yields using [Cu(CH3CN)4]PF6 as catalyst. The transformation is efficient, simple and the starting materials are readily available.
Zn(OTf)2-promoted chemoselective esterification of hydroxyl group bearing carboxylic acids
Mamidi, Narsimha,Manna, Debasis
, p. 2386 - 2396 (2013/05/21)
Selective esterification of aliphatic and aromatic carboxylic acids with various alcohols is studied using triphenylphosphine, I2, and a catalytic amount of Zn(OTf)2. Use of this catalyst allows the formation of esters at a faster rate with good to excellent yield by activating the in situ generated acyloxyphosphonium ion intermediate. During the esterification process, both their aromatic and aliphatic hydroxyl groups are fully preserved from transesterification. The results show that the bulkiness and the reactivity of this doubly activated intermediate III control the selectivity and the rate of the reaction, respectively. The method is also useful for direct amidation reactions.
Nickel-catalyzed C-P coupling of aryl mesylates and tosylates with H(O)PR1R2
Shen, Chaoren,Yang, Guoqiang,Zhang, Wanbin
supporting information; body text, p. 3500 - 3505 (2012/05/20)
A method was developed for the nickel-catalyzed phosphonylation of aryl mesylates and tosylates with H(O)PR1R2. To the best of our knowledge, this is the first example of nickel-catalyzed C-P coupling of aryl mesylates and tosylates. Most of the substrates gave moderate to good yields under our catalytic system.
Palladium-catalyzed borylation of aryl mesylates and tosylates and their applications in one-pot sequential suzuki-miyaura biaryl synthesis
Chow, Wing Kin,So, Chau Ming,Lau, Chak Po,Kwong, Fuk Yee
supporting information; experimental part, p. 6913 - 6917 (2011/08/03)
Top of the one-pots! The first palladium-catalyzed borylation of aryl tosylates and mesylates is described. The reaction conditions are mild and provide excellent functional-group compatibility (e.g., R=CN, CHO, COOMe, C(O)R, NH2, or NH-indole; see scheme). Pd/MeO-CM-phos allows one-pot sequential reactions in the preparation of unsymmetrical biaryls. Copyright
Neopentylglycolborylation of aryl mesylates and tosylates catalyzed by Ni-based mixed-ligand systems activated with Zn
Wilson, Daniela A.,Wilson, Christopher J.,Moldoveanu, Costel,Resmerita, Ana-Maria,Corcoran, Patrick,Hoang, Lisa M.,Rosen, Brad M.,Percec, Virgil
supporting information; experimental part, p. 1800 - 1801 (2010/04/24)
(Chemical Presented) The mixed-ligand system NiCl2(dppp)/dppf is shown to be an effective catalyst for the neopentylglycolborylation of ortho-, meta-, and para-substituted electron-rich and electrondeficient aryl mesylates and tosylates. The ad
Suzuki-Miyaura coupling of aryl tosylates catalyzed by an array of indolyl phosphine-palladium catalysts
So, Chau Ming,Lau, Chak Po,Chan, Albert S. C.,Kwong, Fuk Yee
, p. 7731 - 7734 (2008/12/22)
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.
Heterogeneous catalysis with nickel-on-graphite (Ni/Cg): Reduction of aryl tosylates and mesylates
Lipshutz, Bruce H.,Frieman, Bryan A.,Butler, Tom,Kogan, Vladimir
, p. 800 - 803 (2007/10/03)
(Chemical Equation Presented) How would you reduce an aryl OH group? Traditionally, a palladium catalyst, a mild source of hydride, and a triflate derivative are used in solution. A more modern alternative is presented that is not only economical but heterogeneous as well. Nickel-on-graphite (Ni/C g) is introduced as a very inexpensive catalyst that reduces aryl tosylates and mesylates with excellent functional group tolerance.
