Palladium-Catalyzed Formation of Aceanthrylenes:  A Simple Method for Peri-Cyclopentenelation of Aromatic Compounds

2001 ◽  
Vol 123 (2) ◽  
pp. 355-356 ◽  
Author(s):  
Hung Dang ◽  
Miguel A. Garcia-Garibay
Keyword(s):  
Aromatic Compounds ◽  
Simple Method ◽  
Palladium Catalyzed

Palladium-Catalyzed Selective CH Activation: A Simple Method to Synthesize C-3 Site Arylated Quinoline Derivatives

2016 ◽  
Vol 358 (3) ◽  
pp. 375-379 ◽  
Author(s):  
Yongqin He ◽  
Zhaoyang Wu ◽  
Chaowei Ma ◽  
Xiaoqiang Zhou ◽  
Xingxing Liu ◽  
...  
Keyword(s):  
Quinoline Derivatives ◽  
Simple Method ◽  
Palladium Catalyzed

Palladium-catalyzed synthesis of aromatic acids from carbon monoxide and aromatic compounds via the aromatic CH bond activation

1990 ◽  
Vol 385 (2) ◽  
pp. 297-306 ◽  
Author(s):  
Tetsuro Jintoku ◽  
Yuzo Fujiwara ◽  
Itaru Kawata ◽  
Tomio Kawauchi ◽  
Hiroshi Taniguchi
Keyword(s):  
Carbon Monoxide ◽  
Aromatic Compounds ◽  
Bond Activation ◽  
Aromatic Acids ◽  
Palladium Catalyzed

Palladium-catalyzed one-step synthesis of aromatic acids from aromatic compounds with carbon monoxide

1983 ◽  
Vol 256 (2) ◽  
pp. C35-C36 ◽  
Author(s):  
Yuzo Fujiwara ◽  
Itaru Kawata ◽  
Hiroshi Sugimoto ◽  
Hiroshi Taniguchi
Keyword(s):  
Carbon Monoxide ◽  
Aromatic Compounds ◽  
Aromatic Acids ◽  
Palladium Catalyzed ◽  
One Step

scholarly journals Annulative π-extension of indoles and pyrroles with diiodobiaryls by Pd catalysis: rapid synthesis of nitrogen-containing polycyclic aromatic compounds

2018 ◽  
Vol 9 (38) ◽  
pp. 7556-7561 ◽  
Author(s):  
Hiroyuki Kitano ◽  
Wataru Matsuoka ◽  
Hideto Ito ◽  
Kenichiro Itami
Keyword(s):  
Aromatic Compounds ◽  
Polycyclic Aromatic Compounds ◽  
Rapid Synthesis ◽  
Rapid Access ◽  
Polycyclic Aromatic ◽  
Palladium Catalyzed ◽  
One Step

A palladium-catalyzed one-step annulative π-extension (APEX) reaction of indoles and pyrroles that allows rapid access to nitrogen-containing polycyclic aromatic compounds is described.

scholarly journals Palladium-catalyzed α-arylation for the addition of small rings to aromatic compounds

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Zhi-Tao He ◽  
John F. Hartwig
Keyword(s):  
Electronic Properties ◽  
Aromatic Compounds ◽  
Ring Opening ◽  
Biologically Active ◽  
High Yield ◽  
Protecting Group ◽  
Mechanistic Studies ◽  
Claisen Condensation ◽  
Wide Range ◽  
Palladium Catalyzed

Abstract Small, strained rings have rigid, defined conformations and unique electronic properties. For these reasons, many groups seek to use these subunits to form biologically active molecules. We report a generally applicable approach to attach small rings to a wide range of aromatic compounds by palladium-catalyzed α-arylation of cyclopropyl, cyclobutyl and azetidinyl esters. The direct α-arylation of cyclopropyl esters and cyclobutyl esters is achieved in high yield by ensuring that the rate of coupling exceeds the rate of Claisen condensation. The α-arylation of azetidines is achieved without ring opening of the strained saturated heterocycle by conducting the reactions with an azetidine derivative bearing a benzyl protecting group on nitrogen. Mechanistic studies show that the α-arylation of small rings is challenging because of the weak acidity of α C-H bond (cyclopropanes), strong sensitivity of the strained esters to Claisen condensation (cyclobutatanes), or facile decomposition of the enolates (azetidinyl esters).

Sign in / Sign up

Export Citation Format

Share Document