Pd-Catalyzed annulation of imidazo[1,2-a]pyridines with coumarins and indoles: Synthesis of benzofuran and indole fused heterocycles

2022 ◽  
Author(s):  
Adimurthy Subbarayappa ◽  
Rashmi Semwal ◽  
Gaurav Bhadani
Keyword(s):  
Fused Heterocycles ◽  
Palladium Catalyzed

Palladium-catalyzed annulation of imidazo[1,2-a]pyridines with coumarins provided the benzofuran fused transannulated products in good to excellent yields via decarbonylative approach. While imidazo[1,2-a]pyridines with N-methyl indoles in the presence of palladium...

Palladium-Catalyzed Stereoselective Aza-Wacker–Heck Cyclization: One-Pot Stepwise Strategy toward Tetracyclic Fused Heterocycles

2020 ◽  
Vol 22 (23) ◽  
pp. 9337-9341
Author(s):  
Rong-Shiow Tang ◽  
Li-Yuan Chen ◽  
Chin-Hung Lai ◽  
Ta-Hsien Chuang
Keyword(s):  
One Pot ◽  
Heck Cyclization ◽  
Fused Heterocycles ◽  
Palladium Catalyzed

Microwave-assisted palladium mediated efficient synthesis of pyrazolo[3,4-b]pyridines, pyrazolo[3,4-b]quinolines, pyrazolo[1,5-a]pyrimidines and pyrazolo[1,5-a]quinazolines

RSC Advances ◽  
2014 ◽  
Vol 4 (46) ◽  
pp. 24001-24006 ◽  
Author(s):  
Kommuri Shekarrao ◽  
Partha Pratim Kaishap ◽  
Venkateshwarlu Saddanapu ◽  
Anthony Addlagatta ◽  
Sanjib Gogoi ◽  
...  
Keyword(s):  
Microwave Irradiation ◽  
Efficient Method ◽  
Solvent Free ◽  
Efficient Synthesis ◽  
Aryl Aldehydes ◽  
Microwave Assisted ◽  
Fused Heterocycles ◽  
Palladium Catalyzed ◽  
Solvent Free Reaction

An efficient method was developed for the synthesis of pyrazole fused heterocycles via the palladium-catalyzed solvent free reaction of β-halovinyl/aryl aldehydes and 3-aminopyrazoles/5-aminopyrazoles under microwave irradiation in good yields.

scholarly journals Direct Palladium-Catalyzed Alkynylation of N-Fused Heterocycles

2007 ◽  
Vol 129 (25) ◽  
pp. 7742-7743 ◽  
Author(s):  
Ilya V. Seregin ◽  
Victoria Ryabova ◽  
Vladimir Gevorgyan
Keyword(s):  
Fused Heterocycles ◽  
Palladium Catalyzed

scholarly journals The role of allyl ammonium salts in palladium-catalyzed cascade reactions towards the synthesis of spiro-fused heterocycles

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Fei Ye ◽  
Yao Ge ◽  
Anke Spannenberg ◽  
Helfried Neumann ◽  
Matthias Beller
Keyword(s):  
Cascade Reactions ◽  
Synthetic Methods ◽  
Ammonium Salts ◽  
One Pot ◽  
Pd Catalysts ◽  
Complex Molecules ◽  
Fused Heterocycles ◽  
Palladium Catalyzed ◽  
Ideal Tool

Abstract There is a continuous need for designing new and improved synthetic methods aiming at minimizing reaction steps while increasing molecular complexity. In this respect, catalytic, one-pot cascade methodologies constitute an ideal tool for the construction of complex molecules with high chemo-, regio-, and stereoselectivity. Herein, we describe two general and efficient cascade procedures for the synthesis of spiro-fused heterocylces. This transformation combines selective nucleophilic substitution (SN2′), palladium-catalyzed Heck and C–H activation reactions in a cascade manner. The use of allylic ammonium salts and specific Pd catalysts are key to the success of the transformations. The synthetic utility of these methodologies is showcased by the preparation of 48 spiro-fused dihydrobenzofuranes and indolines including a variety of fluorinated derivatives.

A Simple and Efficient Synthesis of fused Benzo[b]thiophene Derivatives

Synthesis ◽  
2021 ◽  
Author(s):  
Alexander S. Fisyuk ◽  
Sergey A. Chernenko ◽  
Anastasia S. Kostyuchenko ◽  
Anna Samsonenko ◽  
Anton L. Shatsauskas ◽  
...  
Keyword(s):  
Comparative Analysis ◽  
Efficient Method ◽  
Oxidative Coupling ◽  
Pyridine Ring ◽  
Efficient Synthesis ◽  
New Approach ◽  
Fused Heterocycles ◽  
Palladium Catalyzed ◽  
Thiophene Derivatives

A new approach to the synthesis of fused benzothiophene derivatives was developed based on iodine-promoted photo-cyclization of 4,5-diarylsubstituted thiophenes obtained in three steps from commercially available compounds. Comparative analysis showed that photochemical cyclization is a more efficient method for the preparation of fused benzo[b]thiophene derivatives, compared to oxidative coupling 4,5-diarylsubstituted thiophenes in the presence of iron (III) chloride and palladium catalyzed intramolecular arylation. This approach provides an efficient synthesis of functionally substituted naphtho[2,1-b: 3,4-b ']dithiophenes, phenanthro[9,10-b] thiophenes, benzo[1,2-b: 3,4-b': 6 , 5-b '']trithiophenes, as well as new fused heterocycles containing a pyridine ring and / or a carbazole moiety

Palladium-Catalyzed Intramolecular Cyclization: Access to Rare PentacyclicN-Fused Heterocycles

2017 ◽  
Vol 2 (29) ◽  
pp. 9312-9318 ◽  
Author(s):  
Suresh Kumar Mondal ◽  
Sk Asraf Ali ◽  
Susanta Kumar Manna ◽  
Arabinda Mandal ◽  
Bidyut Kumar Senapati ◽  
...  
Keyword(s):  
Intramolecular Cyclization ◽  
Fused Heterocycles ◽  
Palladium Catalyzed

Tunable synthesis of quinolinone-fused isoquinolines through sequential one-pot nucleophilic addition and palladium-catalyzed intramolecular C–H alkenylation

2019 ◽  
Vol 17 (2) ◽  
pp. 321-332 ◽  
Author(s):  
Xue Li ◽  
Yunyun Bian ◽  
Xin Chen ◽  
Hang Zhang ◽  
Wei Wang ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
One Pot ◽  
One Pot Synthesis ◽  
Fused Heterocycles ◽  
Biological Interest ◽  
Palladium Catalyzed

An efficient sequential one-pot synthesis of N-fused heterocycles based on 4-quinolinone and isoquinoline scaffolds of biological interest has been developed.

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