scholarly journals Facile Synthetic Methods for Diverse N-Arylphenylalanine Derivatives via Transformations of Aryne Intermediates and Cross-Coupling Reactions

2021 ◽  
Author(s):  
Tsuneyuki Kobayashi ◽  
Takamitsu Hosoya ◽  
Suguru Yoshida
Keyword(s):  
Cross Coupling ◽  
Synthetic Methods ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

New Synthesis of Dibenzofulvenes by Palladium-Catalyzed Double Cross-Coupling Reactions

2012 ◽  
Vol 65 (9) ◽  
pp. 1277 ◽  
Author(s):  
Masaki Shimizu ◽  
Ikuhiro Nagao ◽  
Shin-ichi Kiyomoto ◽  
Tamejiro Hiyama
Keyword(s):  
Cross Coupling ◽  
Synthetic Methods ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
New Synthesis ◽  
Palladium Catalyzed ◽  
Double Cross

Palladium-catalyzed double cross-coupling reactions of 1,1-bis(pinacolato)borylalk-1-enes with 2,2′-dibromobiaryls and of 9-stannafluorenes with 1,1-dibromoalk-1-enes have been demonstrated to serve as new synthetic methods for dibenzofulvenes.

scholarly journals Synthesis of Conjugated Dienes in Natural Compounds

Catalysts ◽  
2022 ◽  
Vol 12 (1) ◽  
pp. 86
Author(s):  
Geoffrey Dumonteil ◽  
Sabine Berteina-Raboin
Keyword(s):  
Total Synthesis ◽  
Cross Coupling ◽  
Natural Compounds ◽  
Conjugated Dienes ◽  
Synthetic Methods ◽  
Coupling Reactions ◽  
Conjugated Diene ◽  
Cross Coupling Reactions

This review describes the various synthetic methods commonly used to obtain molecules possessing conjugated dienes. We focus on methods involving cross-coupling reactions using various metals such as nickel, palladium, ruthenium, cobalt, cobalt/zinc, manganese, zirconium, or iron, mainly through examples that aimed to access natural molecules or their analogues. Among the natural molecules covered in this review, we discuss the total synthesis of a phytohormone, Acid Abscisic (ABA), carried out by our team involving the development of a conjugated diene chain.

scholarly journals Development of Heterocycle-Substituted and Fused Azulenes in the Last Decade (2010–2020)

2020 ◽  
Vol 21 (19) ◽  
pp. 7087 ◽  
Author(s):  
Taku Shoji ◽  
Tetsuo Okujima ◽  
Shunji Ito
Keyword(s):  
Transition Metal ◽  
Physical Properties ◽  
Electrophilic Substitution ◽  
Materials Science ◽  
Cross Coupling ◽  
Synthetic Methods ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Azulene derivatives with heterocyclic moieties in the molecule have been synthesized for applications in materials science by taking advantage of their unique properties. These derivatives have been prepared by various methods, involving electrophilic substitution, condensation, cyclization, and transition metal-catalyzed cross-coupling reactions. Herein, we present the development of the synthetic methods, reactivities, and physical properties for the heterocycle-substituted and heterocycle-fused azulenes reported in the last decade.

Synthesis of energy transfer cassettes via click and Suzuki–Miyaura cross coupling reactions

RSC Advances ◽  
2016 ◽  
Vol 6 (44) ◽  
pp. 37664-37671 ◽  
Author(s):  
Richa Goel ◽  
Vijay Luxami ◽  
Kamaldeep Paul
Keyword(s):  
Energy Transfer ◽  
Click Reaction ◽  
Cross Coupling ◽  
Synthetic Methods ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
Energy Transfer Cassettes

Novel cassettes capable of energy transfer involving simple synthetic methodsviz., click reaction at C-8 position and palladium catalyzed Suzuki–Miyaura cross coupling at C-6 position of imidazo[1,2-a]pyrazine, have been represented.

Recent Advances in the Synthesis of 2,2′-Bipyridines and Their Derivatives

Synthesis ◽  
2021 ◽  
Author(s):  
Aleksandr E. Rubtsov ◽  
Andrei V. Malkov
Keyword(s):  
Cross Coupling ◽  
Short Review ◽  
Synthetic Methods ◽  
Coupling Reactions ◽  
Substitution Pattern ◽  
Metal Free ◽  
New Methods ◽  
New Approaches ◽  
Cross Coupling Reactions ◽  
Materials Research

AbstractThe sustained interest in the synthesis of new analogues of 2,2′-bipyridines is supported by the importance of compounds featuring bipyridine core in diverse areas of chemical, biomedical and materials research, which is relayed into the development of new approaches and the expansion of existing synthetic methods. This short review covers advances in the synthesis of 2,2′-bipyridines, including both the synthesis of compounds with a given substitution pattern and the development of new methods for assembling the bipyridine core. Special attention is directed toward the use of pyridine N-oxides and metal-free protocols to facilitate the formation of bipyridines. This short review focuses primarily on reports published in the last 5–6 years.1 Introduction2 Ullmann-Type Homocoupling Reactions3 Cross-Coupling Reactions in the Synthesis of Bipyridines4 Coupling Reactions Employing Pyridine N-Oxides5 Other Methods for the Synthesis of 2,2′-Bipyridines6 Conclusions and Outlook

Dual Nickel/Palladium-Catalyzed Reductive Cross-Coupling Reactions Between Two Phenol Derivatives

2020 ◽  
Author(s):  
Baojian Xiong ◽  
Yue Li ◽  
Yin Wei ◽  
Søren Kramer ◽  
Zhong Lian
Keyword(s):  
Functional Group ◽  
Low Cost ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Phenol Derivatives ◽  
Cross Coupling Reactions ◽  
Palladium Catalyzed ◽  
One Step ◽  
Aryl Tosylates ◽  
Low Sensitivity

Cross-coupling between substrates that can be easily derived from phenols is highly attractive due to the abundance and low cost of phenols. Here, we report a dual nickel/palladium-catalyzed reductive cross-coupling between aryl tosylates and aryl triflates; both substrates can be accessed in just one step from readily available phenols. The reaction has a broad functional group tolerance and substrate scope (>60 examples). Furthermore, it displays low sensitivity to steric effects demonstrated by the synthesis of a 2,2’disubstituted biaryl and a fully substituted aryl product. The widespread presence of phenols in natural products and pharmaceuticals allow for straightforward late-stage functionalization, illustrated with examples such as Ezetimibe and tyrosine. NMR spectroscopy and DFT calculations indicate that the nickel catalyst is responsible for activating the aryl triflate, while the palladium catalyst preferentially reacts with the aryl tosylate.

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