35114-04-6Relevant articles and documents
Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling
Ma, Yueyue,Hong, Jufei,Yao, Xiantong,Liu, Chengyu,Zhang, Ling,Fu, Youtian,Sun, Maolin,Cheng, Ruihua,Li, Zhong,Ye, Jinxing
supporting information, p. 9387 - 9392 (2021/12/17)
We develop an electrochemical nickel-catalyzed aminomethylation of aryl bromides under mild conditions. The convergent paired electrolysis makes full use of anode and cathode processes, free of a terminal oxidant, a sacrificial anode, a metal reductant, and a prefunctionalized radical precursor. In addition, this method exhibits wide functional group tolerance (63 examples), including some sensitive substituents and aromatic heterocycles. This redox neutral cross coupling provides a more environmentally friendly and synthetic practical protocol for forging C(sp2)–C(sp3) bonds.
Copper-free sonogashira cross-coupling for functionalization of alkyne-encoded proteins in aqueous medium and in bacterial cells
Li, Nan,Lim, Reyna K. V.,Edwardraja, Selvakumar,Lin, Qing
supporting information; experimental part, p. 15316 - 15319 (2011/11/11)
Bioorthogonal reactions suitable for functionalization of genetically or metabolically encoded alkynes, for example, copper-catalyzed azide-alkyne cycloaddition reaction ("click chemistry"), have provided chemical tools to study biomolecular dynamics and function in living systems. Despite its prominence in organic synthesis, copper-free Sonogashira cross-coupling reaction suitable for biological applications has not been reported. In this work, we report the discovery of a robust aminopyrimidine-palladium(II) complex for copper-free Sonogashira cross-coupling that enables selective functionalization of a homopropargylglycine (HPG)-encoded ubiquitin protein in aqueous medium. A wide range of aromatic groups including fluorophores and fluorinated aromatic compounds can be readily introduced into the HPG-containing ubiquitin under mild conditions with good to excellent yields. The suitability of this reaction for functionalization of HPG-encoded ubiquitin in Escherichia coli was also demonstrated. The high efficiency of this new catalytic system should greatly enhance the utility of Sonogashira cross-coupling in bioorthogonal chemistry.
Benzylideneamino- and phenylacetylguanidines and their pharmaceutical uses
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, (2008/06/13)
Compounds of formula (I): STR1 or a salt or acyl derivative thereof; wherein Y is either --CH=N or STR2 R1 is hydroxy, halogen, (C1-4) alkyl, or (C1-4)alkoxy, R2 is a nitrogen-containing, basic substituent, R3 is hydrogen, hydroxy, halogen, (C1-4) alkyl, (C1-4) alkoxy or a nitrogen-containing, basic substituent, and R4 is hydrogen or hydroxy, are useful in treating diarrhoea and scours.