scholarly journals Synthesis of enantiomerically pure N-(2,3-dihydroxypropyl)arylamides via oxidative esterification

2013 ◽  
Vol 9 ◽  
pp. 2129-2136 ◽  
Author(s):  
Akula Raghunadh ◽  
Satish S More ◽  
T Krishna Chaitanya ◽  
Yadla Sateesh Kumar ◽  
Suresh Babu Meruva ◽  
...  

A highly efficient synthesis of enantiomerically pure (S) and (R)-isomers of N-(2,3-dihydroxypropyl)arylamides has been developed with good overall yields in a two step process. The key step involves the ring opening of the chiral epoxide with a nitrogen heterocyclic carbene (NHC) and further rearrangement to chiral N-(2,3-dihydroxypropyl)arylamides in high yields and enantioselectivity. During the reaction, no erosion in chiral purity was observed.

2019 ◽  
Vol 17 (13) ◽  
pp. 3462-3470 ◽  
Author(s):  
Qiong Wu ◽  
Gui-Lin Li ◽  
Shuang Yang ◽  
Xiao-Qin Shi ◽  
Tian-Zi Huang ◽  
...  

An organocatalytic chemo- and regioselective C6-functionalization of 2,3-disubstituted indoles has been established via a reaction with ortho-hydroxybenzyl alcohols, which afforded biologically important diarylindol-6-ylmethanes in high yields.


2018 ◽  
Vol 5 (16) ◽  
pp. 2458-2462 ◽  
Author(s):  
Giacomo Berton ◽  
Giuseppe Borsato ◽  
Roberta Zangrando ◽  
Andrea Gambaro ◽  
Fabrizio Fabris ◽  
...  

C3-Symmetric tris-benzyl-O-substituted hexahydroxytriphenylene (HHTP) was prepared through selective ring opening with DIBAL-H in 48% yield (38% from HHTP in a two-step synthesis).


2020 ◽  
Vol 840 ◽  
pp. 251-256 ◽  
Author(s):  
Phan Thi Thanh Nga ◽  
Masaya Tone ◽  
Hayato Inoue ◽  
Kazutaka Shibatomi ◽  
Seiji Iwasa

Oxindole derivatives were efficiently synthesized from diazoamides derived from aniline derivatives in the presence of a Ru(II)-Pheox catalyst. Ru(II)-Pheox was found to be one of the most efficient catalysts so far for the synthesis of oxindole derivatives from the diazoamides in high yields (up to 99%) with high regioselectivity. Furthermore, the reaction was rapid and no substituent effects on the aromatic ring.


2013 ◽  
Vol 37 (1) ◽  
pp. 19-21 ◽  
Author(s):  
Yimin Zhang ◽  
Iiu ◽  
Junmin Chen

A simple economical, and highly efficient catalytic system for the synthesis of diaryl sulfides by a copper-catalysed coupling of aryl halides and thioacetate in water has been developed. A variety of aryl halides reacted with thioacetate to give the desired products in high yields up to 95%. The present catalysis protocol tolerated a wide range of functional groups, including amino, fluoro, and carboxyl moieties.


2017 ◽  
Vol 41 (8) ◽  
pp. 448-451 ◽  
Author(s):  
Maryam Salari ◽  
Mohammad H. Mosslemin ◽  
Alireza Hassanabadi

A green and highly efficient synthesis of 12 novel trans-2-(4-chlorobenzoyl)-3-aryl-2,3-dihydronaphtho[2,3- b]furan-4,9-diones has been achieved via a three-component, one-pot condensation of 2-[2-(4-chlorophenyl)-2-oxoethyl)]isoquinolinium bromide with 2-hydroxy-1,4-naphthoquinone and an aromatic aldehyde in the presence of catalytic amounts of choline hydroxide in water under reflux conditions. The advantages of this method are a short reaction time, high yields and the avoidance of any hazardous organic solvent. Therefore, this procedure can be classified as green chemistry.


2021 ◽  
Author(s):  
Xuejin Yang ◽  
Laura M. Murphy ◽  
Farihah M. Haque ◽  
Scott M. Grayson ◽  
Andrew J. Boydston

We have developed a highly efficient synthesis of linear polydicyclopentadiene (pDCPD) via photoredox mediated metal-free ring-opening metathesis polymerization (MF-ROMP) and investigated the Tg–Mn dependence of linear pDCPD.


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