Palladium-catalyzed one-pot synthesis of diazoles via tert-butyl isocyanide insertion

2015 ◽  
Vol 13 (41) ◽  
pp. 10402-10408 ◽  
Author(s):  
Xiang-Yuan Fan ◽  
Xiao Jiang ◽  
Ying Zhang ◽  
Zhen-Bang Chen ◽  
Yong-Ming Zhu

An efficient one-pot palladium-catalyzed reaction for the synthesis of diazoles from readily available hydrazides and aryl halide via isocyanide insertion/cyclization sequence has been developed.

Synthesis ◽  
2019 ◽  
Vol 51 (22) ◽  
pp. 4215-4230 ◽  
Author(s):  
Adesh Kumar Singh ◽  
Rapelly Venkatesh ◽  
Jeyakumar Kandasamy

The palladium-catalyzed one-pot synthesis of 2,3-deoxy-3-keto aryl C-glycosides is achieved from glycals and anilines in the presence of tert-butyl nitrite and aqueous HBF4 under mild conditions. This one-pot method stereospecifically provides α- and β-aryl glycosides (≥19:1 by NMR) in good yields at room temperature. The configuration at the C-3 position in the glycal determines the anomeric selectivity (i.e., α or β) of the desired products.


ChemInform ◽  
2016 ◽  
Vol 47 (9) ◽  
pp. no-no
Author(s):  
Xiang-Yuan Fan ◽  
Xiao Jiang ◽  
Ying Zhang ◽  
Zhen-Bang Chen ◽  
Yong-Ming Zhu

ChemInform ◽  
2014 ◽  
Vol 45 (47) ◽  
pp. no-no
Author(s):  
Xiao Jiang ◽  
Ting Tang ◽  
Jin-Mei Wang ◽  
Zhong Chen ◽  
Yong-Ming Zhu ◽  
...  

Synthesis ◽  
2017 ◽  
Vol 49 (20) ◽  
pp. 4676-4686 ◽  
Author(s):  
Marco Lessi ◽  
Gianmarco Panzetta ◽  
Giulia Marianetti ◽  
Fabio Bellina

Two methods for the one-pot synthesis of 2,5-diarylimidazoles by palladium-catalyzed direct C–H arylation of 1-substituted imidazoles with aryl bromides have been devised. The first method, promoted by copper(I) iodide, is best suited for electron-poor aryl bromides, and also allows the 2,5-diarylation of thiazole and oxazole. The use of xylene instead of DMA is the key for the efficiency of the second method, which gives the best results with electron-rich aryl bromides.


2014 ◽  
Vol 79 (11) ◽  
pp. 5082-5087 ◽  
Author(s):  
Xiao Jiang ◽  
Ting Tang ◽  
Jin-Mei Wang ◽  
Zhong Chen ◽  
Yong-Ming Zhu ◽  
...  

1999 ◽  
Vol 23 (6) ◽  
pp. 368-369
Author(s):  
Issa Yavari ◽  
Abbas Ali Esmaili ◽  
Sakineh Asghari ◽  
Hamid Reza Bijanzadeh

The highly reactive 1:1 intermediate produced in the reaction between tert-butyl isocyanide and dialkyl acetylenedicarboxylates is trapped by dialkyl 2-bromomalonates to yield the title compounds in fairly high yields.


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