scholarly journals Advances in the Preparation of Fluorinated Isoquinolines: A Decade of Progress

2017 ◽  
Vol 2017 ◽  
pp. 1-15 ◽  
Author(s):  
Joseph C. Sloop
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Synthetic Methods ◽  
Ring Systems ◽  
Heterocyclic Molecules ◽  
The Past ◽  
Ring Assembly ◽  
Metal Catalyzed ◽  
Synthetic Approaches ◽  
Isoquinoline Derivatives

Heterocyclic molecules incorporating fluorinated isoquinoline components are found in many medicinally and agriculturally important bioactive products as well as industrially impactful materials. Within the past decade, a variety of isoquinolinic ring assembly techniques has enabled the introduction of diverse fluorine-containing functionalities which can enhance potential bioactivity and industrial utility. This review examines recent noncatalyzed and transition metal catalyzed synthetic approaches to the assembly of isoquinoline derivatives that are ring-fluorinated and/or result in the incorporation of fluorine-containing functional groups. Specifically, efficient synthetic methods and regioselectivity in the incorporation of functional groups into isoquinoline ring systems are examined.

Recent advance in NHC-palladium catalysis for alkynes chemistry: versatile synthesis and applications

2021 ◽  
Author(s):  
Jianxiao Li ◽  
Dan He ◽  
Zidong Lin ◽  
Wanqing Wu ◽  
Huanfeng Jiang
Keyword(s):  
Transition Metal ◽  
Palladium Catalysis ◽  
Metal Catalysts ◽  
Chemical Transformations ◽  
The Past ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

During the past decades, alkynes chemistry has attracted considerable attention owing to their unique and idiographic nucleophilic and electrophilic properties in transition-metal-catalyzed chemical transformations. Among the various metal catalysts, palladium...

Advance synthetic approaches to 1,2,3-triazole derived compounds: State of art 2004-2020

2021 ◽  
Vol 08 ◽  
Author(s):  
Adarsh Sahu
Keyword(s):  
Structural Characteristics ◽  
Cycloaddition Reaction ◽  
Reaction Times ◽  
Synthetic Methods ◽  
Environmentally Benign ◽  
Future Directions ◽  
Triazole Derivatives ◽  
The Past ◽  
Synthetic Approaches ◽  
Reaction Profile

Background: 1,2,3-triazole is considered widely explored scaffolds by medicinal chemists because of their therapeutic importance. The structural characteristics of 1,2,3-triazoles allow this to mimic certain functional groups demonstrating its utility to prepare new medicinal compounds using the concept of bioisosterism and molecular hybridization. Centered on Huisgens cycloaddition reaction, over the past decade and a half, click chemistry approaches were developed to furnish triazole derivatives with various applications ranging from drugs to bioconjugation linkers. Objective: In the present review, we aim to highlight the different approaches developed for the synthesis of 1,2,3-triazole derivatives and in particular advances in synthetic methods for the last 16 years. This review is also intended to help researchers for finding potential future directions and scope in the development of synthetic strategies. Conclucion: As summarized through the compilation of recent advances for 1,2,3-triazole synthesis, it is clear that these protocols have numerous advantages such as cleaner reaction profile, shorter reaction times, excellent product yields, environmentally benign milder reactions, and safe operations.

scholarly journals 3-Acyloxy-1,4-enyne: A new five-carbon synthon for rhodium-catalyzed [5 + 2] cycloadditions

2014 ◽  
Vol 86 (3) ◽  
pp. 409-417 ◽  
Author(s):  
Casi M. Schienebeck ◽  
Xiaoxun Li ◽  
Xing-zhong Shu ◽  
Weiping Tang
Keyword(s):  
Transition Metal ◽  
Optical Purity ◽  
Kinetic Studies ◽  
Synthetic Methods ◽  
High Optical Purity ◽  
Transition Metal Catalyzed ◽  
Propargylic Esters ◽  
Metal Catalyzed ◽  
Pharmaceutical Agents ◽  
Type Of Transition

Abstract Seven-membered rings are ubiquitous in natural products and pharmaceutical agents, and their syntheses continue to stimulate the development of novel synthetic methods. The [5 + 2] cycloaddition is one of the most efficient ways to access seven-membered rings since the two-carbon components (alkenes, alkynes, or allenes) are readily available. Prior to our study, however, there was only one type of transition-metal-catalyzed [5 + 2] cycloaddition: the reaction between vinylcyclopropanes and alkenes, alkynes, or allenes. We recently developed a new type of transition-metal-catalyzed [5 + 2] cycloaddition, where the five-carbon building block is 3-acyloxy-1,4-enyne (ACE). Our recent progress on Rh-catalyzed intra- and intermolecular [5 + 2] cycloadditions of ACEs and alkynes is summarized in this article. Using chiral propargylic esters, bicyclic products were prepared in high optical purity by the intramolecular [5 + 2] cycloadditions. Monocyclic seven-membered rings were synthesized by intermolecular [5 + 2] cycloaddition of ACEs and alkynes. Kinetic studies indicated that the rate of this intermolecular cycloaddition was significantly accelerated when the acetate was replaced by dimethylaminobenzoate. DFT calculations suggested that novel metallacycles were generated by a Rh-promoted oxidative cycloaddition of 1,4-enynes accompanied by a 1,2-acyloxy migration of propargylic esters.

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