55095-33-5Relevant academic research and scientific papers
Cationic Pd(II)/bipyridine-catalyzed addition of arylboronic acids to arylaldehydes. One-pot synthesis of unsymmetrical triarylmethanes
Lin, Shaohui,Lu, Xiyan
, p. 9757 - 9760 (2007)
(Chemical Equation Presented) Cationic Pd(II) complex-catalyzed addition of arylboronic acids to aldehydes with low catalyst loading was developed with high yields. One-pot synthesis of unsymmetrical triarylmethanes from arylboronic acids, aryl aldehydes, and electron-rich arenes was achieved in high yields.
Employing Arynes for the Generation of Aryl Anion Equivalents and Subsequent Reaction with Aldehydes
Gaykar, Rahul N.,Bhunia, Anup,Biju, Akkattu T.
, p. 11333 - 11340 (2018/07/21)
Arynes are highly reactive intermediates, which are utilized for the electrophilic arylation of various X-H bonds (X = O, N, S etc.). Herein, a new synthetic strategy is demonstrated, where arynes are converted into aryl anion equivalents by treatment with phosphines and a base. The addition of phosphines to arynes form the phosphonium salts, which in the presence of a carbonate base generates the aryl anion equivalent. Subsequent addition of the aryl anions with aldehydes afforded the secondary alcohols.
Synthesis method for diaryl methanol compound
-
Paragraph 0056; 0057; 0058; 0059; 0102; 0103-0123, (2018/03/26)
The technical solution and content of the invention relate to a synthesis method for a diaryl methanol compound shown as formula (I); the formula (I) is shown in the specification. The method includesthe following steps: under the existence of a palladium-sourced compound catalyst and organic phosphine ligand, in an organic solvent, an aldehyde derivative shown as formula (II) reacts with an organic cyclic triolborate compound shown as formula (III), and after the reaction is completed, post-processing is carried out, so that the diaryl methanol compound shown as formula (I) is obtained. According to the method, the reaction between the aldehyde compound and the organic cyclic triolborate compound can be smoothly carried out, so that the diaryl methanol compound can be obtained at high yield, a brand new synthesis route is provided for the synthesis of the compound, and a good application prospect and good industrial value are achieved.
Recyclable and reusable Pd(OAc)2/P(1-Nap)3/[bmim][PF6]/H2O system for the addition of arylboronic acids to aldehydes
Zhao, Hong,Cheng, Mingzhu,Zhang, Tinli,Cai, Mingzhong
, p. 50 - 56 (2015/01/09)
A stable and efficient Pd(OAc)2/P(1-Nap)3[tri(1-naphthyl)phosphine] catalytic system for the addition of arylboronic acids to aldehydes has been developed. In the presence of Pd(OAc)2 and P(1-Nap)3, the addition reaction of arylboronic acids with aldehydes was carried out smoothly at 65 °C to give a variety of carbinol derivatives in good to excellent yields using a mixture of [bmim][PF6] and water as the solvent. The isolation of the products was readily performed by the extraction with diethyl ether, and the Pd(OAc)2/P(1-Nap)3/[bmim][PF6]/H2O system could be easily recycled and reused six times without significant loss of catalytic activity. Our system not only avoids the use of easily volatile THF or toluene as solvent but also solves the basic problem of palladium catalyst and these phosphine ligand reuse.
HUMAN PLASMA KALLIKREIN INHIBITORS
-
Page/Page column 612; 613, (2015/11/02)
Disclosed are compounds of formula (I), as described herein, and pharmaceutically acceptable salts thereof. The compounds are inhibitors of plasma kallikrein. Also provided are pharmaceutical compositions comprising at least one compound of the invention, and methods involving use of the compounds and compositions of the invention in the treatment and prevention of diseases and conditions characterized by unwanted plasma kallikrein activity.
From in vitro to in cellulo: Structure-activity relationship of (2-nitrophenyl)methanol derivatives as inhibitors of PqsD in Pseudomonas aeruginosa
Storz, Michael P.,Allegretta, Giuseppe,Kirsch, Benjamin,Empting, Martin,Hartmann, Rolf W.
supporting information, p. 6094 - 6104 (2014/08/05)
Recent studies have shown that compounds based on a (2-nitrophenyl)methanol scaffold are promising inhibitors of PqsD, a key enzyme of signal molecule biosynthesis in the cell-to-cell communication of Pseudomonas aeruginosa. The most promising molecule displayed anti-biofilm activity and a tight-binding mode of action. Herein, we report on the convenient synthesis and biochemical evaluation of a comprehensive series of (2-nitrophenyl)methanol derivatives. The in vitro potency of these inhibitors against recombinant PqsD as well as the effect of selected compounds on the production of the signal molecules HHQ and PQS in P. aeruginosa were examined. The gathered data allowed the establishment of a structure-activity relationship, which was used to design fluorescent inhibitors, and finally, led to the discovery of (2-nitrophenyl)methanol derivatives with improved in cellulo efficacy providing new perspectives towards the application of PqsD inhibitors as anti-infectives. This journal is the Partner Organisations 2014.
Nitro-substituted aryl lithium compounds in microreactor synthesis: Switch between kinetic and thermodynamic control
Nagaki, Aiichiro,Kim, Heejin,Yoshida, Jun-ichi
supporting information; experimental part, p. 8063 - 8065 (2010/01/16)
Be quick or take your time, depending on your goal: A microflow method for the generation and transformation of o-, m-, and p-nitro-substituted aryl lithium compounds enabled the selective use of either the kinetically or the thermodynamically preferred intermediate. In the example pictured, a residence time of 0.06 s at -48 °C led to the formation of 1, whereas 2 was obtained exclusively when the residence time was extended to 63 s.
Highly efficient and facile aryl transfer to aldehydes using ArB(OH) 2-GaMe3
Jia, Xuefeng,Fang, Ling,Lin, Aijun,Pan, Yi,Zhu, Chengjian
body text, p. 495 - 499 (2009/09/08)
A rapid and efficient procedure for the synthesis of diarylmethanols has successfully been achieved by the aryl transfer to aldehydes using the ArB(OH)2-GaMe3 combined systems in excellent yields (up to 98%) at room temperature. Georg Thieme Verlag Stuttgart.
Copper(II) acetate-catalyzed addition of arylboronic acids to aromatic aldehydes
Zheng, Hanmei,Zhang, Qiang,Chen, Jiuxi,Liu, Miaochang,Cheng, Shuanghua,Ding, Jinchang,Wu, Huayue,Su, Weike
experimental part, p. 943 - 945 (2009/06/20)
A novel copper-catalyzed protocol for the synthesis of carbinol derivatives has been developed. In the presence of copper(II) acetate and dppf, carbinol derivatives were prepared by the addition of arylboronic acids to aromatic aldehydes in good to excellent yields. Moreover, the rigorous exclusion of air or moisture is not required in these transformations.
Cyclopalladated complexes catalyzed addition of arylboronic acids to aldehydes in neat water
Yu, Ajuan,Cheng, Baoli,Wu, Yangjie,Li, Jingya,Wei, Kun
, p. 5405 - 5407 (2008/12/21)
Cyclopalladated ferrocenylimine complexes gave high yields for the addition of arylboronic acids with aldehydes in neat water using a weak acid as additive.
