One pot synthesis of phenanthridines using a palladium-catalyzed cyclization of aromatic ketoximes with aryl iodides via Beckmann rearrangement

RSC Advances ◽  
2016 ◽  
Vol 6 (51) ◽  
pp. 45036-45040 ◽  
Author(s):  
Gajula Raju ◽  
Vijayacharan Guguloth ◽  
Battu Satyanarayana
Keyword(s):  
Catalytic Reaction ◽  
Catalytic Amount ◽  
Beckmann Rearrangement ◽  
One Pot ◽  
Excellent Yield ◽  
One Pot Synthesis ◽  
Aryl Iodides ◽  
Palladium Catalyzed

The catalytic reaction of ketoximes with aryl iodides via a Beckmann rearrangement in the presence of a catalytic amount of Pd(OAc)2, Ag2O and ZnBr2 gave substituted phenanthridines in good to excellent yield.

One-Pot Synthesis of Spiro-2H-pyrroles from N-Propargylic β-Enaminones

Synlett ◽  
2019 ◽  
Vol 30 (10) ◽  
pp. 1231-1236 ◽  
Author(s):  
Eda Karadeniz ◽  
Metin Zora
Keyword(s):  
Conjugate Addition ◽  
One Pot ◽  
One Pot Synthesis ◽  
Aryl Iodides ◽  
Palladium Catalyzed ◽  
Nucleophilic Cyclization ◽  
Internal Alkyne

A simple and general one-pot method for the synthesis of spiro-2H-pyrroles has been developed. Initially, cyclohexane-embedded β-enaminones with internal alkyne functionality were synthesized by conjugate addition of 1-ethynylcyclohexylamine to α,β-alkynic ketones, followed by palladium-catalyzed coupling of the resulting N-propargylic β-enaminones with aryl iodides. When subjected to basic conditions, the cyclohexane-embedded β-enaminones with internal alkyne functionality underwent tandem nucleophilic cyclization and benzylic C–H oxidation to furnish 3,4-diaryloyl-1-azaspiro[4.5]deca-1,3-diene derivatives in good yields.

Palladium-catalyzed double C–H activation: one-pot synthesis of benzo[c]pyrazolo[1,2-a]cinnolin-1-ones from 5-pyrazolones and aryl iodides

2014 ◽  
Vol 50 (14) ◽  
pp. 1682-1684 ◽  
Author(s):  
Zhoulong Fan ◽  
Kui Wu ◽  
Li Xing ◽  
Qizheng Yao ◽  
Ao Zhang
Keyword(s):  
One Pot ◽  
One Pot Synthesis ◽  
Aryl Iodides ◽  
Palladium Catalyzed

A palladium-catalyzed one-pot dual C–H activation approach to construct benzo[c]pyrazolo[1,2-a]cinnolin-1-ones is successfully developed.

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