124940-34-7Relevant articles and documents
Synthesis of fluorinated triazole and isoxazole derivatives by electrochemical fluorination
Kuribayashi, Shunsuke,Shida, Naoki,Inagi, Shinsuke,Fuchigami, Toshio
, p. 5343 - 5349 (2016)
Partially fluorinated triazole derivatives were synthesized through anodic fluorination of alkynes having arylthio group and following Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) with benzyl azide. The other route toward the fluorinated triazoles,
Selective aerobic oxidation of benzylic and allylic alcohols catalyzed by Cu(OAc)2/TEMPO/Et2NH
Bez, Ghanashyam,Gogoi, Achinta,Pasupuleti, Bala Gangadhar
, p. 589 - 597 (2021/09/28)
Selective oxidation of benzylic and allylic alcohols to their corresponding aldehyde/ketone derivative without affecting saturated alcohols is still a challenging endeavor in organic synthesis. Various metal complexes, especially the copper complexes in the presence of TEMPO are being used very often for such transformations under aerobic conditions, but they are not selective to allylic and benzylic alcohols. The use of copper salt for oxidation of alcohols in the absence of a ligand are very scarcely studied except for the one catalyzed by CuCl/TEMPO where chloride inhibition and lack of selective oxidation have been noted upon use of CuCl2. Herein we report a Cu(OAc)2 catalyzed and TEMPO mediated selective aerobic oxidation of benzylic and allylic alcohols to aldehyde/ketone in the presence of Et2NH. The method avoids pre-synthesis of the catalyst as in the case of Cu(II)/(I) complexes/TEMPO catalyzed oxidation reactions, requires low catalyst loading, employs cheaper copper salt, and gives excellent selectivity for oxidation of benzylic and allylic alcohols.
Synthesis, antiproliferative and antitrypanosomal activities, and DNA binding of novel 6-amidino-2-arylbenzothiazoles
Racané, Livio,Rep, Valentina,Kraljevi? Paveli?, Sandra,Grb?i?, Petra,Zonji?, Iva,Radi? Stojkovi?, Marijana,Taylor, Martin C.,Kelly, John M.,Rai?-Mali?, Silvana
, p. 1952 - 1967 (2021/09/03)
A series of 6-amidinobenzothiazoles, linked via phenoxymethylene or directly to the 1,2,3-triazole ring with a p-substituted phenyl or benzyl moiety, were synthesised and evaluated in?vitro against four human tumour cell lines and the protozoan parasite T
Triazolecarbaldehyde Reagents for One-Step N-Terminal Protein Modification
Onoda, Akira,Inoue, Nozomu,Sumiyoshi, Eigo,Hayashi, Takashi
, p. 1274 - 1278 (2020/01/25)
Site-specific modification of peptides and proteins is a key aspect of protein engineering. We developed a method for modification of the N terminus of proteins using 1H-1,2,3-triazole-4-carbaldehyde (TA4C) derivatives, which can be prepared in one step. The N-terminal specific labeling of bioactive peptides and proteins with the TA4C derivatives proceeds under mild reaction conditions in excellent conversion (angiotensin I: 92 %, ribonuclease A: 90 %). This method enables site-specific conjugation of various functional molecules such as fluorophores, biotin, and polyethylene glycol attached to the triazole ring to the N terminus. Furthermore, a functional molecule modified with a primary amine moiety can be directly converted into a TA4C derivative through a Dimroth rearrangement reaction with 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carbaldehyde. This method can be used to obtain N-terminal-modified proteins via only two steps: 1) convenient preparation of a TA4C derivative with a functional group and 2) modification of the N terminus of the protein with the TA4C derivative.
