Palladium-catalyzed C-H activation of simple arenes and cascade reaction with nitriles: access to 2,4,5-trisubstituted oxazoles

2021 ◽  
Author(s):  
Ling Dai ◽  
Shuling Yu ◽  
Yinlin Shao ◽  
Renhao Li ◽  
Zhongyan Chen ◽  
...  
Keyword(s):  
Cascade Reaction ◽  
Palladium Catalyzed ◽  
Aliphatic Nitriles ◽  
First Time

An efficient and straightforward protocol for the assembly of pharmaceutically and biologically valuable oxazole skeleton is achieved for the first time from readily available simple arenes and functionalized aliphatic nitriles....

ChemInform Abstract: Synthesis of Spiro Imines from Oximes by Palladium-Catalyzed Cascade Reaction.

ChemInform ◽  
2010 ◽  
Vol 32 (41) ◽  
pp. no-no
Author(s):  
Mitsuru Kitamura ◽  
Shazia Zaman ◽  
Koichi Narasaka
Keyword(s):  
Cascade Reaction ◽  
Palladium Catalyzed

Carbofluorination via a palladium-catalyzed cascade reaction

2013 ◽  
Vol 4 (3) ◽  
pp. 1216 ◽  
Author(s):  
Marie-Gabrielle Braun ◽  
Matthew H. Katcher ◽  
Abigail G. Doyle
Keyword(s):  
Cascade Reaction ◽  
Palladium Catalyzed

A palladium-catalyzed dehydrative N-benzylation/C–H benzylation cascade of 2-morpholinoanilines on water

2018 ◽  
Vol 20 (6) ◽  
pp. 1297-1305 ◽  
Author(s):  
Hidemasa Hikawa ◽  
Risa Ichinose ◽  
Shoko Kikkawa ◽  
Isao Azumaya
Keyword(s):  
Cascade Reaction ◽  
Synthetic Route ◽  
Benzyl Alcohols ◽  
Palladium Catalyzed

A strategy for the palladium-catalyzed dehydrative tandem benzylation of 2-morpholinoanilines with benzyl alcohols has been developed. This cascade reaction is devised as a straightforward and efficient synthetic route for N-(1,2-diphenylethyl)-2-morpholinoanilines.

Non-directed highly para-selective C-H functionalization of TIPS-protected phenols promoted by a proton shuttle

2021 ◽  
Author(s):  
Jingyao Geng ◽  
Zhang Fang ◽  
Guangliang Tu ◽  
Yingsheng Zhao
Keyword(s):  
Bioactive Molecules ◽  
Protecting Group ◽  
Mechanism Study ◽  
Phenol Derivatives ◽  
Site Selectivity ◽  
Palladium Catalyzed ◽  
Direct Functionalization ◽  
Poor Site ◽  
Site Selective ◽  
First Time

Abstract Palladium-catalyzed non-directed C-H functionalization provides an efficient approach for direct functionalization of arenes, but it usually suffers from poor site selectivity, limiting its wide application. Herein, it is reported for the first time that the proton shuttle of 3,5-dimethyladamantane-1-carboxylic acid (1-DMAdCO2H) can affect the site selectivity during the C-H activation step in palladium-catalyzed non-directed C-H functionalization, leading to highly para-selective C-H olefination of TIPS-protected phenols. This transformation displayed good generality in realizing various other para-selective C-H functionalization reactions such as hydroxylation, halogenation, and allylation reactions. A wide variety of phenol derivatives including bioactive molecules of triclosan, thymol, and propofol, were compatible substrates, leading to the corresponding para-selective products in moderate to good yields. A preliminary mechanism study revealed that the spatial repulsion factor between proton shuttle and bulky protecting group resulted in the selective C-H activation at the less sterically hindered para-position. This new model non-directed para-selective C-H functionalization can provide a straightforward route for remote site-selective C-H activations.

Palladium-catalyzed asymmetric formal [3+2] cycloaddition of α-N-heterocyclic acrylates with vinyl epoxides for construction of isonucleoside analogs

2019 ◽  
Vol 55 (90) ◽  
pp. 13550-13553 ◽  
Author(s):  
Ke-Xin Huang ◽  
Ming-Sheng Xie ◽  
Dong-Chao Wang ◽  
Ji-Wei Sang ◽  
Gui-Rong Qu ◽  
...  
Keyword(s):  
Highly Efficient ◽  
Palladium Catalyzed ◽  
First Time

A highly efficient Pd-catalyzed asymmetric formal [3+2] cycloaddition of α-N-heterocyclic acrylates with vinyl epoxides has been developed for the first time.

Palladium-Catalyzed Cascade Reaction of o-Cyanobiaryls with Arylboronic Acids: Synthesis of 5-Arylidene-7-aryl-5H-dibenzo[c,e]azepines

2019 ◽  
Vol 21 (19) ◽  
pp. 7697-7701 ◽  
Author(s):  
Xinrong Yao ◽  
Yinlin Shao ◽  
Maolin Hu ◽  
Yuanzhi Xia ◽  
Tianxing Cheng ◽  
...  
Keyword(s):  
Cascade Reaction ◽  
Arylboronic Acids ◽  
Palladium Catalyzed

Synthesis of allylated quinolines/isoquinolines via palladium-catalyzed cyclization–allylation of azides and allyl methyl carbonate

2015 ◽  
Vol 13 (11) ◽  
pp. 3227-3235 ◽  
Author(s):  
Jiang Luo ◽  
Zhibao Huo ◽  
Jun Fu ◽  
Fangming Jin ◽  
Yoshinori Yamamoto
Keyword(s):  
Efficient Strategy ◽  
Palladium Catalyzed ◽  
One Step ◽  
Methyl Carbonate ◽  
First Time

A novel and efficient strategy for one-step synthesis of allylated quinolines and isoquinolines via palladium-catalyzed cyclization–allylation of azides and allyl methyl carbonate is developed for the first time.

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