Enantioselective Palladium-Catalyzed Ring-Opening Reaction of Azabenzonorbornadienes with Methyl 2-Iodobenzoate: An Efficient Access tocis-Dihydrobenzo[c]phenanthridinones

2013 ◽  
Vol 355 (14-15) ◽  
pp. 2833-2838 ◽  
Author(s):  
Kang-Lun Huang ◽  
Cui Guo ◽  
Li-Jie Cheng ◽  
Long-Guan Xie ◽  
Qi-Lin Zhou ◽  
...  
Keyword(s):  
Ring Opening ◽  
Ring Opening Reaction ◽  
Efficient Access ◽  
Palladium Catalyzed

scholarly journals Selenium-Epoxy ‘Click’ Reaction and Se-Alkylation—Efficient Access to Organo-Selenium and Selenonium Compounds

Chemistry ◽  
2020 ◽  
Vol 2 (4) ◽  
pp. 827-836
Author(s):  
Taejun Eom ◽  
Anzar Khan
Keyword(s):  
Red Blood Cells ◽  
Blood Cells ◽  
Ring Opening ◽  
Click Reaction ◽  
Oxirane Ring ◽  
New Class ◽  
Ring Opening Reaction ◽  
Efficient Access ◽  
High Concentrations ◽  
Cationic Materials

This work establishes the ‘click’ nature of the base-catalyzed oxirane ring opening reaction by the selenolate nucleophile. The ‘click’-generated ß-hydroxy selenide can be alkylated to afford cationic selenium species. Hemolytic studies suggest that selenonium cations do not lyse red blood cells even at high concentrations. Overall, these results indicate the future applicability of the developed organo-selenium chemistry in the preparation of a new class of cationic materials based on the seleno-ether motif.

Palladium-Catalyzed Synthesis of Polysubstituted Pyrazoles by Ring-Opening Reactions of 2H-Azirines with Hydrazones

Synlett ◽  
2020 ◽  
Author(s):  
Jiaan Shao ◽  
Ke Shu ◽  
Wenteng Chen ◽  
Shuangrong Liu ◽  
Huajian Zhu ◽  
...  
Keyword(s):  
Ring Opening ◽  
Chemical Conversion ◽  
Alternative Route ◽  
Ring Opening Reaction ◽  
Ring Opening Reactions ◽  
Palladium Catalyzed ◽  
Plausible Mechanism

AbstractA palladium–catalyzed ring-opening reaction of 2H-azirines with hydrazones has been developed. This protocol provides an alternative route for the construction of various polysubstituted pyrazoles with a wide substrate scope. Moreover, a plausible mechanism is proposed for this reaction, which should further enrich the chemical conversion of 2H-azirines.

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