70430-05-6Relevant articles and documents
Tritylium assisted iodine catalysis for the synthesis of unsymmetrical triarylmethanes
Boyarskaya, Dina V.,Courant, Thibaut,Lombard, Marine,Masson, Géraldine,Neuville, Luc
supporting information, p. 6502 - 6508 (2020/09/09)
The combined Lewis acid catalytic system, generated from molecular iodine and tritylium tetrafluoroborate effectively catalyzed the Friedel-Crafts (FC) arylation of diarylmethyl sulfides providing an efficient access to various unsymmetrical triarylmethanes. The addition of tritylium and iodine created a more active catalytic system to promote the cleavage of sulfidic C-S bonds. This journal is
Friedel–Crafts Alkylation with Carbenium Ions Generated by Electrochemical Oxidation of Stannylmethyl Ethers
Jirgensons, Aigars,Lielpetere, Anna
, (2020/07/27)
The electrochemical activation of stannylmethyl ethers was exploited for Friedel–Crafts alkylation of arenes at near-neutral conditions. Single cell anodic oxidation of stannylmethyl ethers leads to oxonium ions which fragment to carbenium ions in the pre
Silylated cyclopentadienes as competent silicon Lewis acid catalysts
Radtke, M. Alex,Lambert, Tristan H.
, p. 6406 - 6410 (2018/08/12)
The synthesis and characterization of silicon Lewis acid complexes that incorporate highly electron-deficient cyclopentadienes is reported. Several pentacarboxycyclopentadienyl and monocarboxytetracyanocyclopentadienyl complexes were prepared. A comparison of their reactivities for catalysis of the allylation of an electron-deficient benzaldehyde was established. The use of a monocarboxytetracyano silylium donor was shown to be effective for the allylation or arylation of a variety of electrophiles via an anion abstraction pathway.
Copper-mediated arylation with arylboronic acids: Facile and modular synthesis of triarylmethanes
Rao, H. Surya Prakash,Rao, A. Veera Bhadra
supporting information, p. 496 - 504 (2016/04/05)
A facile and modular synthesis of triarylmethanes was achieved in good yield via a two-step sequence in which the final step is the copper(II)-catalyzed arylation of diarylmethanols with arylboronic acids. By using this protocol a variety of symmetrical and unsymmetrical triarylmethanes were synthesized. As an application of the newly developed methodology, we demonstrate a highyielding synthesis of the triarylmethane intermediate towards an anti-breast-cancer drug candidate.
Method for catalytic preparation of triarylmethane compounds by using [EG]2[ZnCl2]
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Paragraph 0078; 0079; 0080; 0081; 0082, (2016/10/09)
The invention relates to a method for catalytic preparation of triarylmethane compounds by using [EG]2[ZnCl2], especially to a method for catalytic preparation of the triarylmethane compounds by using a deep eutectic solvent [EG]2[ZnCl2] through Friedel-C
Simple Method for sp2-sp3 and sp3-sp3 Carbon-Carbon Bond Activation in 2-Substituted 1,3-Diketones
Aoyama, Tadashi,Hayakawa, Mamiko,Kubota, Sho,Ogawa, Sumire,Nakajima, Erika,Mitsuyama, Emi,Iwabuchi, Taku,Kaneko, Haruki,Obara, Rina,Takido, Toshio,Kodomari, Mitsuo,Ouchi, Akihiko
supporting information, p. 2945 - 2956 (2015/09/28)
Simple and efficient methods were developed for sp2-sp3 and sp3-sp3 C-C bond-activation reactions of 2-substituted 1,3-diketones. 3-Substituted 3-bromopentane-2,4-diones were deacylated in the presence of an aromatic compound and a silica gel supported Bronsted acid containing sulfonic groups. The carbocation formed by cleavage of the sp3-sp3 C-C bond of the dione alkylated the aromatic compound.
Organocatalytic friedel-crafts benzylation of heteroaromatic and aromatic compounds via an SN1 pathway
Watanabe, Naruhisa,Matsugi, Aoi,Nakano, Keiji,Ichikawa, Yoshiyasu,Kotsuki, Hiyoshizo
supporting information, p. 438 - 442 (2014/03/21)
The Friedel-Crafts-type benzylation of various π-excessive heteroaromatic and aromatic compounds with trityl or benzhydryl halides was efficiently promoted by a thiourea catalyst. This is a novel example of thiourea catalysis of aromatic alkylation by way
Iron-catalyzed friedel-crafts benzylation with benzyl TMS ethers at room temperature
Sawama, Yoshinari,Shishido, Yuko,Kawajiri, Takahiro,Goto, Ryota,Monguchi, Yasunari,Sajiki, Hironao
supporting information, p. 510 - 516 (2014/04/03)
Friedel-Crafts benzylations between unactivated arenes and benzyl alcohol derivatives are clean and straightforward processes to construct biologically useful di- and triarylmethanes. We have established an efficient iron-catalyzed Friedel-Crafts benzylation method at room temperature that uses benzyl TMS ethers as substrates, which are poorly reactive under common nucleophilic substitution conditions. The reaction seems to progress through iron-catalyzed self-condensation of the benzyl TMS ether to the corresponding dibenzylic ether. The use of excess arene relative to benzyl TMS ether produced mono-benzylated arene (diand tri-arylmethane products), whereas the use of excess benzyl TMS ether versus arene provided bis-benzylated arene (polyarylated products) in high yields and regioselectivities. In previous methods, the latter double Friedel-Crafts benzylations hardly proceed.
Au(III)/TPPMS-catalyzed benzylation of indoles with benzylic alcohols in water
Hikawa, Hidemasa,Suzuki, Hideharu,Azumaya, Isao
supporting information, p. 12128 - 12135 (2014/01/06)
A novel and efficient method for the Au(III)/TPPMS-catalyzed direct substitution reaction of benzhydryl and benzylic alcohols with indoles in water is developed. Au(III)/TPPMS is an effective catalyst for the benzylation of the strong π nucleophile 1-methylindole, while common Bronsted or Lewis acids are ineffective.
Direct alkylation of aromatics using alcohols in the presence of NaHSO 4/SiO2
Sato, Yuta,Aoyama, Tadashi,Takido, Toshio,Kodomari, Mitsuo
supporting information; experimental part, p. 7077 - 7081 (2012/08/28)
Simple and efficient procedure for alkylation of aromatics from alcohols in the presence of NaHSO4/SiO2 was developed. Various triaryl methanes were obtained in good yields in short reaction time. For instance the reaction of mesitylene with benzhydrol in the presence of NaHSO4/SiO2 gave the corresponding triaryl methane in a quantitative yield. NaHSO4/SiO2 was regenerated by simple treatment and could be recycled eight times without activity loss.
