16222-10-9Relevant articles and documents
Terpene ligands as the basis of catalytic systems for the asymmetric oxidation of phenylphenacyl sulfide
Kuchin,Ashikhmina,Rubtsova,Dvornikova
, p. 877 - 883 (2010)
Terpene ligands (1S,2S,5S)-3-[{2-[(2-hydroxybenzylidene)amino]ethyl}imino]- 2,6,6-trimethylbicyclo[3.1.1.]heptane-2-ol and 3-({2-[(2-hydroxy-2,6,6- trimethylbicyclo[3.1.1.]hept-3-ilidene)amino]ethyl}imino)-2,6, 6-trimethylbicyclo[3.1.1.]heptane-2-ol have
RuCl2(PPh3)3: A new catalyst for diazocarbonyl insertions into heteroatom-hydrogen bonds
Sengupta, Saumitra,Das, Debasis,Sen Sarma, Debarati
, p. 8815 - 8818 (1996)
The first ever use of RuCl2(PPh3)3 as a catalyst for diazoketone insertions into heteroatom-hydrogen bonds is described.
A cascade deprotonation/intramolecular aldol reaction of α-carbonyl sulfonium ylides with 2-mercaptoindole-3-carbaldehydes and 2-mercaptobenzaldehydes to access thieno[2,3-b]indoles and benzothiophenes
Yang, Lei,Zhou, Shun,Zhao, Jian-Qiang,You, Yong,Wang, Zhen-Hua,Zhou, Ming-Qiang,Yuan, Wei-Cheng
supporting information, p. 3678 - 3686 (2021/05/05)
The first catalyst-free cascade deprotonation/intramolecular aldol reaction of α-carbonyl sulfonium ylides with 2-mercaptoindole-3-carbaldehydes and 2-mercaptobenzaldehydes was developed. A series of thieno[2,3-b]indoles and benzothiophenes were smoothly obtained in high to excellent yields. The salient features of the protocol include catalyst-free conditions, an environment-friendly solvent, broad substrate scope, and large-scale synthesis.
Steric-Free Bioorthogonal Labeling of Acetylation Substrates Based on a Fluorine-Thiol Displacement Reaction
Lyu, Zhigang,Zhao, Yue,Buuh, Zakey Yusuf,Gorman, Nicole,Goldman, Aaron R.,Islam, Md Shafiqul,Tang, Hsin-Yao,Wang, Rongsheng E.
supporting information, p. 1341 - 1347 (2021/02/01)
We have developed a novel bioorthogonal reaction that can selectively displace fluorine substitutions alpha to amide bonds. This fluorine-thiol displacement reaction (FTDR) allows for fluorinated cofactors or precursors to be utilized as chemical reporters, hijacking acetyltransferase-mediated acetylation both in vitro and in live cells, which cannot be achieved with azide- or alkyne-based chemical reporters. The fluoroacetamide labels can be further converted to biotin or fluorophore tags using FTDR, enabling the general detection and imaging of acetyl substrates. This strategy may lead to a steric-free labeling platform for substrate proteins, expanding our chemical toolbox for functional annotation of post-translational modifications in a systematic manner.
Synthesis of benzofurans from the cyclodehydration of α-phenoxy ketones mediated by Eaton’s reagent
Ma, Lin,Ma, Zhanwei,Zhang, Min,Zhou, Min
, p. 426 - 436 (2020/03/23)
Cyclodehydration of α-phenoxy ketones promoted by Eaton’s reagent (phosphorus pentoxide–methanesulfonic acid) is used to prepare 3-substituted or 2,3-disubstituted benzofurans with moderate to excellent yields under mild conditions. The method provides a facile access to benzofurans from readily available starting materials such as phenols and α-bromo ketones. The reaction is highly efficient, which is attributed to the good reactivity and fluidity of Eaton’s reagent. The reaction can be applied to prepare naphthofurans, furanocoumarins, benzothiophenes, and benzopyrans.
