Direct synthesis of novel quinoxaline derivatives via palladium-catalyzed reductive annulation of catechols and nitroarylamines

2020 ◽  
Vol 56 (44) ◽  
pp. 5997-6000 ◽  
Author(s):  
Feng Xie ◽  
Yibiao Li ◽  
Xiuwen Chen ◽  
Lu Chen ◽  
Zhongzhi Zhu ◽  
...  
Keyword(s):  
Direct Synthesis ◽  
Quinoxaline Derivatives ◽  
Palladium Catalyzed

A palladium-catalyzed new hydrogenative annulation reaction of catechols and nitroarylamines, allowing straightforward access to two classes of novel quinoxaline derivatives, has been demonstrated.

Palladium Catalyzed Synthesis of Phenylquinoxaline-Alkyne Derivatives via Sonogashira Cross Coupling Reaction

2021 ◽  
Vol 43 (1) ◽  
pp. 95-95
Author(s):  
Rifhat Bibi Rifhat Bibi ◽  
Muhammad Yaseen Muhammad Yaseen ◽  
Haseen Ahmad Haseen Ahmad ◽  
Ismat Ullah Khan Ismat Ullah Khan ◽  
Shaista Parveen Shaista Parveen ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Sonogashira Reaction ◽  
Terminal Alkynes ◽  
Vinyl Halides ◽  
Sonogashira Coupling Reaction ◽  
Quinoxaline Derivatives ◽  
Palladium Catalyzed ◽  
High Yields ◽  
Alkyne Derivatives

Transition metals mediated cross coupling methodologies provide an extremely powerful versatile pathway in organic syntheses undoubtedly, a facile route for syntheses and derivatization of biologically important heterocycles from easily available precursors. Sonogashira coupling reaction, a leading method to Csp-Csp2 bond formation is one of the most important and rapid pathways to couple aryl/vinyl halides with terminal alkynes. Current research study deals with the synthesis of alkyne substituted quinoxaline derivatives. The quinoxalines class of aromatic heterocycles exhibits a wide variety of important biological potencies. Palladium catalyzed cross coupling process provided an effective synthetic practice for the synthesis of alkyne derivatives of quinoxaline. Vareity of terminal alkynes were coupled with 2-(4-bromophenyl)quinoxaline under optimized conditions for Sonogashira reaction, affording alkyne substituted quinoxaline derivatives in high yields. The optimized reaction conditions for coupling of range of terminal alkyne with quinoxaline basic core render this process significant for designing of medicinally interesting precursors.

Palladium-Catalyzed Direct Synthesis of Phenanthridones from Benzamides through Tandem N-H/C-H Arylation

2017 ◽  
Vol 2017 (35) ◽  
pp. 5214-5218 ◽  
Author(s):  
Biswadip Banerji ◽  
Satadru Chatterjee ◽  
K. Chandrasekhar ◽  
Chinmay Nayan ◽  
Sunil Kumar Killi
Keyword(s):  
Direct Synthesis ◽  
Palladium Catalyzed

ChemInform Abstract: Direct Synthesis of Pyrazolo[5,1-a]isoindoles via Intramolecular Palladium-Catalyzed C-H Bond Activation.

ChemInform ◽  
2010 ◽  
Vol 42 (3) ◽  
pp. no-no
Author(s):  
Young Lok Choi ◽  
Hyuk Lee ◽  
Bum Tae Kim ◽  
Kihang Choi ◽  
Jung-Nyoung Heo
Keyword(s):  
Bond Activation ◽  
Direct Synthesis ◽  
Palladium Catalyzed

Direct synthesis of adipic acid esters via palladium-catalyzed carbonylation of 1,3-dienes

Science ◽  
2019 ◽  
Vol 366 (6472) ◽  
pp. 1514-1517 ◽  
Author(s):  
Ji Yang ◽  
Jiawang Liu ◽  
Helfried Neumann ◽  
Robert Franke ◽  
Ralf Jackstell ◽  
...  
Keyword(s):  
Adipic Acid ◽  
Direct Synthesis ◽  
Reaction Network ◽  
Catalyst System ◽  
Environmentally Benign ◽  
Palladium Catalyzed ◽  
Bidentate Phosphine ◽  
Cost Efficient ◽  
Bidentate Phosphine Ligand ◽  
Acid Esters

The direct carbonylation of 1,3-butadiene offers the potential for a more cost-efficient and environmentally benign route to industrially important adipic acid derivatives. However, owing to the complex reaction network of regioisomeric carbonylation and isomerization pathways, a selective practical catalyst for this process has thus far proven elusive. Here, we report the design of a pyridyl-substituted bidentate phosphine ligand (HeMaRaphos) that, upon coordination to palladium, catalyzes adipate diester formation from 1,3-butadiene, carbon monoxide, and butanol with 97% selectivity and 100% atom-economy under industrially viable and scalable conditions (turnover number > 60,000). This catalyst system also affords access to a variety of other di- and triesters from 1,2- and 1,3-dienes.

Direct Synthesis of Water-Tolerant Alkyl Indium Reagents and Their Application in Palladium-Catalyzed Couplings with Aryl Halides

2010 ◽  
Vol 123 (2) ◽  
pp. 531-534 ◽  
Author(s):  
Zhi-Liang Shen ◽  
Kelvin Kau Kiat Goh ◽  
Yong-Sheng Yang ◽  
Yin-Chang Lai ◽  
Colin Hong An Wong ◽  
...  
Keyword(s):  
Direct Synthesis ◽  
Aryl Halides ◽  
Palladium Catalyzed

Direct synthesis of tricyclic 5H-pyrido[3,2,1-ij]quinolin-3-one by domino palladium catalyzed reaction

2006 ◽  
Vol 4 (20) ◽  
pp. 3760-3762 ◽  
Author(s):  
Sébastien Noël ◽  
Catherine Pinel ◽  
Laurent Djakovitch
Keyword(s):  
Direct Synthesis ◽  
Palladium Catalyzed
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