31785-03-2Relevant academic research and scientific papers
Fluorophores for Excited-State Intramolecular Proton Transfer by an Yttrium Triflate Catalyzed Reaction of Isocyanides with Thiocarboxylic Acids
Tong, Shuo,Zhao, Shun,He, Qing,Wang, Qian,Wang, Mei-Xiang,Zhu, Jieping
, p. 6599 - 6603 (2017)
Discovery of new chemical reactivity of a given functional group can often result in innovative synthesis of important chemical entities that possess unprecedented properties. We designed and developed a one-step synthesis of 5-amino-4-carboxamidothiazoles 1 by an yttrium-triflate-catalyzed reaction of thiocarboxylic acids 2 with isocyanides 3. In this reaction, both reactants 2 and 3 deviated from their normal reactivities because of metal coordination. The resulting heterocycles are novel prototypical structures for the double ESIPT process. Some of them were excited by visible light irradiation and emitted fluorescence at the NIR region with large Stokes shift, high quantum yield, and strong solvatochromism.
A one-step, multi-component reaction for the synthesis of fully substituted 5-amino-4-carboxamidthiazoles
Childers, Kaleen K.,Haidle, Andrew M.,Machacek, Michelle R.,Rogers, J. Patrick,Romeo, Eric
, p. 2506 - 2510 (2013/06/05)
A novel multi-component reaction has been developed for the synthesis of fully substituted 5-amino-4-carboxamidthiazoles. Condensation of an aldehyde with commercially available 2-amino-2-cyanoacetamide in the presence of elemental sulfur and base affords these heterocycles in a one-pot reaction sequence. A variety of aryl, heteroaryl, and aliphatic aldehydes were successfully utilized, thus providing rapid access to functionalized thiazoles that are valuable intermediates in the synthesis of pharmacologically active compounds.
THIAZOLE DERIVATIVES
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, (2012/12/13)
Compounds of the formula I in which R, R1, X and Y have the meanings indicated in Claim 1, are inhibitors of TBK1 and IKKε and can be employed, inter alia, for the treatment of cancer and inflammatory diseases.
