53451-89-1Relevant academic research and scientific papers
Identification of an Oxalamide Ligand for Copper-Catalyzed C?O Couplings from a Pharmaceutical Compound Library
Chan, Vincent S.,Krabbe, Scott W.,Li, Changfeng,Sun, Lijie,Liu, Yue,Nett, Alex J.
, (2019/04/30)
A typical pharmaceutical compound library is stocked with molecular diversity and could provide a platform for the discovery of new ligand structures. Herein, we describe the use of this approach in combination with high throughput screening to identify N,N’-bis(thiophene-2-ylmethyl)oxalamide as a ligand that is generally effective for copper-catalyzed C?O cross-couplings to prepare both biarylethers as well as phenols under mild conditions.
Microwave-assisted methylation of phenols with DMF-DMA
Belov, Pavel,Campanella, Veronica L.,Smith, Alison W.,Priefer, Ronny
experimental part, p. 2776 - 2779 (2011/06/19)
We evaluated the potential of N,N-dimethylformamide dimethylacetal (DMF-DMA) as a methylating agent for a library of para-substituted phenols under microwave irradiation. The rate of reaction was dictated by the electronic nature of the para-substituent. With an electron-withdrawing group the reaction was completed within 30 min. For electron-donating groups, the reaction times were 60 min. Esterification and enamino-ketone formation was also observed with carboxylic acid and ketone functional groups, respectively.
Catalytic activation of silylated nucleophiles using tBu-P4 as a base
Ueno, Masahiro,Hori, Chieko,Suzawa, Koichi,Ebisawa, Masashi,Kondo, Yoshinori
, p. 1965 - 1968 (2007/10/03)
Trialkylsilyl groups play an important role as effective protecting groups in organic synthesis. Various O, N, and C nucleophilic sites can be protected by trialkylsilyl groups to control the selectivity of reactions. The nucleophilic attack of a fluoride anion on a silyl group is recognized as one of the most useful methods for desilylation. The activation of the nucleophile-silicon bond is important not only for desilylation but also for the generation of a reactive nucleophilic anion to achieve a new bond formation. The phosphazene bases developed by Schwesinger are known to be strong non-metallic organic bases. Among them, the tBu-P4 base has been used for various selective deprotonative transformations, although the ability of tBu-P4 base to activate silylated nucleophiles has not yet been shown. A novel catalytic activation of various O, N, and C nucleophile-silicon bonds using tBu-P4 base was investigated to perform nucleophilic reactions with various electrophiles. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
Process for the manufacture of diphenyl ethers
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, (2008/06/13)
Hydroquinone mono-phenyl ethers, and their alkali metal salts of the formula STR1 in which one of the radicals R1 and R2 denotes trifluoromethyl and the other denotes hydrogen or halogen and R3 represents hydrogen or an alkali metal cation or ammonium cation are prepared by reacting hydroquinone bis-phenyl ethers (bisphenoxybenzenes) of the formula STR2 with hydroquinone derivatives of the formula STR3 in which Cat denotes an alkali metal cation or ammonium cation and R4 denotes an alkali metal cation or ammonium cation or a (C1 -C4)-alkyl group, in a polar aprotic solvent at temperatures from 120° to 280° C., and optionally, an alkyl group present in the R4 -position is split off by treatment with an acid.
