scholarly journals Palladium-catalyzed cross-coupling reaction of alkenyl aluminums with 2-bromobenzo[b]furans

RSC Advances ◽  
2020 ◽  
Vol 10 (33) ◽  
pp. 19610-19614
Author(s):  
Chang Wen ◽  
Xin Jiang ◽  
Kun Wu ◽  
Ruiqiang Luo ◽  
Qinghan Li

PdCl2 (3 mol%)/XantPhos (6 mol%) complexes was found to be a highly efficient catalyst for the synthesis of 2-alkenylbenzo[b]furans from 2-bromobenzo[b]furans and alkenylaluminums. The reaction was also found to be effective in gram-scale synthesis.

2014 ◽  
Vol 52 (6) ◽  
pp. 1748-1757 ◽  
Author(s):  
A. M. Sajith ◽  
K. K. Abdul Khader ◽  
A. Muralidharan ◽  
M. S. Ali Padusha ◽  
H. P. Nagaswarupa

2015 ◽  
Vol 13 (15) ◽  
pp. 4367-4373 ◽  
Author(s):  
Harish K. Potukuchi ◽  
Anatol P. Spork ◽  
Timothy J. Donohoe

The enolate cross coupling reaction is a highly efficient method for the de novo synthesis of aromatic rings.


2016 ◽  
Vol 14 (20) ◽  
pp. 4664-4668 ◽  
Author(s):  
Yan Liu ◽  
Hui Peng ◽  
Jia Yuan ◽  
Meng-Qi Yan ◽  
Xue Luo ◽  
...  

An air-stable aryl substituted indenyl phosphine used in combination with Pd(OAc)2 provides a highly efficient catalyst for the Suzuki–Miyaura cross-coupling reaction of sterically hindered aryl halides with aryl boronic acids.


Synthesis ◽  
2021 ◽  
Author(s):  
chang wen ◽  
Qing Han Li ◽  
Chuan Wu ◽  
ruiqiang Luo ◽  
Feng Chen

A highly efficient and simple route for the synthesis of 2-substituted benzo[b]furans has been developed by Palladium catalyzed the cross-coupling reaction of 2-halobenzo[b]furans with aryl, alkynyl and alkylaluminum reagents. Various 2-aryl, 2-alkynyl and 2-alkyl substituted benzo[b]furans derivatives can be obtained with 23-97% isolated yields using 2-3 mol% PdCl2/ 4-6 mol% XantPhos as the catalyst under mild reaction conditions. The aryls bearing electron-donating or electron-withdrawing groups in 2-halobenzo[b]furans gave products in 40-97% isolated yields. In addition, aluminum reagents containing thienyl, furanyl trimethylsilanyl and benzyl groups worked efficiently with 2-halobenzo[b]furans as well, and three bioactive molecules with 2-substituted benzo[b]furan skeleton were synthesized. Furthermore, the broad substrates scope and the typical maintenance of vigorous efficiency on gram scale make this protocol a potentially practical method to synthesize 2-substituted benzo[b]furans derivatives. On the basis of the experimental results, a possible catalytic cycle has been proposed.


2018 ◽  
Vol 55 (10) ◽  
pp. 2277-2283 ◽  
Author(s):  
Bhaskaran Savitha ◽  
Eeda Koti Reddy ◽  
D. Parthasarathi ◽  
Rajeesh Pakkath ◽  
Ayyiliath M. Sajith ◽  
...  

2019 ◽  
Vol 17 (4) ◽  
pp. 876-884 ◽  
Author(s):  
Jinwei Yuan ◽  
Shuainan Liu ◽  
Yongmei Xiao ◽  
Pu Mao ◽  
Liangru Yang ◽  
...  

An efficient protocol for the synthesis of 3-amidated quinoxalin-2(1H)-ones has been developed via a palladium-catalyzed cross-coupling reaction of quinoxalin-2(1H)-ones with acetonitrile.


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