Synthesis of Planar Chiral 2-Aryl Aroylferrocenes via Palladium-Catalyzed C–C Bond-Cleavage/Ring-Opening Reaction

2021 ◽  
Author(s):  
Zengyin Chao ◽  
Na Li ◽  
Biqiong Hong ◽  
Mingming Ma ◽  
Zhenhua Gu
Keyword(s):  
Ring Opening ◽  
Bond Cleavage ◽  
Ring Opening Reaction ◽  
Palladium Catalyzed

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 Catalytic asymmetric C–Si bond activation via torsional strain-promoted Rh-catalyzed aryl-Narasaka acylation

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Jia Feng ◽  
Xiufen Bi ◽  
Xiaoping Xue ◽  
Na Li ◽  
Lei Shi ◽  
...  
Keyword(s):  
Natural Products ◽  
Ring Opening ◽  
Kinetic Resolution ◽  
Bond Activation ◽  
Bond Cleavage ◽  
Catalytic Synthesis ◽  
Torsional Strain ◽  
Silanol Groups ◽  
Bioactive Natural Products ◽  
Ring Opening Reaction

Abstract Atropisomers are important organic frameworks in bioactive natural products, drugs as well as chiral catalysts. Meanwhile, silanols display unique properties compared to their alcohol analogs, however, the catalytic synthesis of atropisomers bearing silanol groups is challenging. Here, we show a rhodium-catalyzed torsional strain-promoted asymmetric ring-opening reaction for the synthesis of α-silyl biaryl atropisomers. The reaction features a dynamic kinetic resolution of C(Ar)-Si bond cleavage, whose stereochemistry was controlled by a phosphoramidite ligand derived from (S)-3-methyl-1-((2,4,6-triisopropylphenyl)sulfonyl)piperazine. This work is a demonstration of an aryl-Narasaka acylation, where the C(Ar)-Si bond cleavage is promoted by the torsional strain of α, α’-disubstituted silafluorene.

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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