Palladium-catalyzed oxidative amidation of quinoxalin-2(1H)-ones with acetonitrile: a highly efficient strategy toward 3-amidated quinoxalin-2(1H)-ones

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.

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.


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.


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.


2020 ◽  
Author(s):  
Evgeny Tretyakov ◽  
Svetlana Zhivetyeva ◽  
Pavel Petunin ◽  
Dmitry Gorbunov ◽  
Nina Gritsan ◽  
...  

<p>Verdazyl-nitroxide diradicals were synthesized using the palladium-catalyzed cross-coupling reaction of the corresponding iodoverdazyls with a nitronyl nitroxide-2-ide gold(I) complex with high yields (up to 82%). The synthesized diradicals were found to be highly thermally stable and have a singlet (D<i>E</i><sub>ST</sub> » -64 cm<sup>–1</sup>) or triplet ground state (D<i>E</i><sub>ST</sub> ³ 25 and 100 cm<sup>–1</sup>), depending on which canonical hydrocarbon diradical type they belong to. Upon crystallization, triplet diradicals form unique one-dimensional (1D) spin <i>S</i> = 1 chains of organic diradicals with intrachain ferromagnetic coupling of <i>J</i>′/<i>k</i><sub>B</sub> from 3 to 6 K.</p>


RSC Advances ◽  
2021 ◽  
Vol 11 (25) ◽  
pp. 14986-14995
Author(s):  
Suchetha Shetty ◽  
Noorullah Baig ◽  
Atikur Hassan ◽  
Saleh Al-Mousawi ◽  
Neeladri Das ◽  
...  

We report the synthesis of metalorganic copolymers made from the palladium catalyzed Sonogashira cross-coupling reaction between various iron(ii) clathrochelate building blocks with diethynyl–triptycene and fluorene derivatives.


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