Recent Progress in the Synthesis of Furan

2019 ◽  
Vol 16 (5) ◽  
pp. 422-452 ◽  
Author(s):  
Dau Xuan Duc
Keyword(s):  
Organic Chemistry ◽  
Natural Products ◽  
Oxygen Atom ◽  
Reaction Mechanisms ◽  
Recent Progress ◽  
Building Blocks ◽  
Synthesis Reaction ◽  
Natural Sources ◽  
New Methods ◽  
Recent Advances

Furans are five-membered aromatic heterocycles containing one oxygen atom that are important building blocks in organic chemistry, but also as natural products found in various natural sources, mostly in plants, algae and microorganisms. In this review, we discussed recent advances in the synthesis of furan compounds. Some classical methods have been modified and improved, while other new methods have been developed. A vast variety of catalysts was used for these transformations. In many studies, furan synthesis reaction mechanisms were also investigated and proposed.

scholarly journals Non-Enzymatic Desymmetrization Reactions in Aqueous Media

Symmetry ◽  
2021 ◽  
Vol 13 (4) ◽  
pp. 720
Author(s):  
Satomi Niwayama
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Functional Groups ◽  
Organic Compounds ◽  
Recent Progress ◽  
Aqueous Media ◽  
Building Blocks ◽  
Organic Reactions ◽  
Environmentally Benign ◽  
Enzymatic Desymmetrization

Symmetric organic compounds are generally obtained inexpensively, and therefore they can be attractive building blocks for the total synthesis of various pharmaceuticals and natural products. The drawback is that discriminating the identical functional groups in the symmetric compounds is difficult. Water is the most environmentally benign and inexpensive solvent. However, successful organic reactions in water are rather limited due to the hydrophobicity of organic compounds in general. Therefore, desymmetrization reactions in aqueous media are expected to offer versatile strategies for the synthesis of a variety of significant organic compounds. This review focuses on the recent progress of desymmetrization reactions of symmetric organic compounds in aqueous media without utilizing enzymes.

scholarly journals Recent Advances in Organocatalyzed Asymmetric Synthesis of Benzopyran and Benzodihydropyran (Chromane) Nuclei

Symmetry ◽  
2019 ◽  
Vol 11 (12) ◽  
pp. 1510
Author(s):  
Renato Dalpozzo ◽  
Raffaella Mancuso
Keyword(s):  
Natural Products ◽  
Asymmetric Synthesis ◽  
Organic Synthesis ◽  
Building Blocks ◽  
Core Structure ◽  
The Core ◽  
Recent Advances ◽  
Set Up

Benzopyran and benzodihydropyran (chromane) nuclei are the core structure of many natural products, in particular flavonoids. Many compounds possessing this structure are nutraceuticals, pharmaceutical nutrients. Therefore, benzopyran and chromane scaffolds are important building blocks in organic synthesis and many efforts have been made to set up efficient methods for their synthesis. In particular, asymmetric methods are of great importance, being natural products, and generally chiral substances. This review aims to cover literature in the range 2017–first half of 2019.

Recent advances of chromone-based reactants in the catalytic asymmetric domino annulation reaction

2021 ◽  
Author(s):  
Min Zhang ◽  
Ying Gong ◽  
Wei Zhou ◽  
Ying Zhou ◽  
Xiong-Li Liu
Keyword(s):  
Natural Products ◽  
Building Blocks ◽  
Bioactive Molecules ◽  
The Core ◽  
Recent Advances ◽  
Catalytic Asymmetric

Chiral polycyclic chromanones are important heterocyclic frameworks that constitute the core structures of many natural products and bioactive molecules. As starting materials, the chromone-based reactants are very efficient building blocks...

Recent advances for the synthesis of chiral sulfones with the sulfone moiety directly connected to the chiral center

2021 ◽  
Author(s):  
Chuanle Zhu ◽  
Yingying Cai ◽  
Huanfeng Jiang
Keyword(s):  
Natural Products ◽  
Bioactive Compounds ◽  
Building Blocks ◽  
Chiral Center ◽  
Recent Advances ◽  
Chiral Centers

Chiral sulfones, especially for those compounds with the sulfone groups directly connected to the chiral centers, are privileged building blocks in many natural products and bioactive compounds. Thus, the development...

scholarly journals Mining methods and typical structural mechanisms of terpene cyclases

2021 ◽  
Vol 8 (1) ◽  
Author(s):  
Zheng-Yu Huang ◽  
Ru-Yi Ye ◽  
Hui-Lei Yu ◽  
Ai-Tao Li ◽  
Jian-He Xu
Keyword(s):  
Natural Products ◽  
Ring Structure ◽  
Terpenoid Biosynthesis ◽  
Terpene Synthases ◽  
New Methods ◽  
Recent Advances ◽  
Mining Methods ◽  
Structural Mechanisms ◽  
Functionally Diverse

AbstractTerpenoids, formed by cyclization and/or permutation of isoprenes, are the most diverse and abundant class of natural products with a broad range of significant functions. One family of the critical enzymes involved in terpenoid biosynthesis is terpene cyclases (TCs), also known as terpene synthases (TSs), which are responsible for forming the ring structure as a backbone of functionally diverse terpenoids. With the recent advances in biotechnology, the researches on terpene cyclases have gradually shifted from the genomic mining of novel enzyme resources to the analysis of their structures and mechanisms. In this review, we summarize both the new methods for genomic mining and the structural mechanisms of some typical terpene cyclases, which are helpful for the discovery, engineering and application of more and new TCs.

Recent advances in the Overman rearrangement: synthesis of natural products and valuable compounds

2017 ◽  
Vol 15 (13) ◽  
pp. 2672-2710 ◽  
Author(s):  
Rodney A. Fernandes ◽  
Pullaiah Kattanguru ◽  
Sachin P. Gholap ◽  
Dipali A. Chaudhari
Keyword(s):  
Natural Products ◽  
Building Blocks ◽  
Bond Forming ◽  
Recent Advances ◽  
Synthetic Intermediates ◽  
Valuable Compounds

This review documents the reports since 2005 on the Overman rearrangement, an important C–N bond forming reaction that has been profoundly used in the synthesis of natural products, synthetic intermediates, building blocks and valuable compounds.

Recent Progress in the Synthesis of Quinolines

2019 ◽  
Vol 16 (5) ◽  
pp. 671-708 ◽  
Author(s):  
Duc Dau Xuan
Keyword(s):  
Reaction Mechanisms ◽  
Heterocyclic Compounds ◽  
Recent Progress ◽  
Natural Product Synthesis ◽  
Important Class ◽  
The Past ◽  
New Methods ◽  
Substituted Quinolines ◽  
Wide Range ◽  
Near Future

Background: Quinoline-containing compounds present in both natural and synthetic products are an important class of heterocyclic compounds. Many of the substituted quinolines have been used in various areas including medicine as drugs. Compounds with quinoline skeleton possess a wide range of bioactivities such as antimalarial, anti-bacterial, anthelmintic, anticonvulsant, antiviral, anti-inflammatory, and analgesic activity. Due to such a wide range of applicability, the synthesis of quinoline derivatives has attracted a lot of attention of chemists to develop effective methods. Many known methods have been expanded and improved. Furthermore, various new methods for quinoline synthesis have been established. This review will focus on considerable studies on the synthesis of quinolines date which back to 2014. Objective: In this review, we discussed recent achievements on the synthesis of quinoline compounds. Some classical methods have been modified and improved, while other new methods have been developed. A vast variety of catalysts were used for these transformations. In some studies, quinoline synthesis reaction mechanisms were also displayed. Conclusion: Many methods for the synthesis of substituted quinoline rings have been developed recently. Over the past five years, the majority of those reported have been based on cycloisomerization and cyclization processes. Undoubtedly, more imaginative approaches to quinoline synthesis will appear in the literature in the near future. The application of known methods to natural product synthesis is probably the next challenge in the field.

scholarly journals Recent Advances in the Total Synthesis of Tetramic Acid-Containing Natural Products

2016 ◽  
Vol 2016 ◽  
pp. 1-13 ◽  
Author(s):  
Wen-Ju Bai ◽  
Chen Lu ◽  
Xiqing Wang
Keyword(s):  
Organic Chemistry ◽  
Natural Products ◽  
Total Synthesis ◽  
Natural Product ◽  
Side Chain ◽  
Tetramic Acid ◽  
Unique Type ◽  
Recent Advances ◽  
Chemistry Community

With incredible bioactivities and fascinating structural complexities, tetramic acid- (TA-) containing natural products have attracted favorable attention among the organic chemistry community. Although the construction of the TA core is usually straightforward, the intricate C3-side chain sometimes asks for some deliberative strategy so as to fulfill an elegant total synthesis. This review mainly covers some exceptional synthetic examples for each type of natural product in recent years, showcasing the great achievements as well as unsettled obstacles in this area, in the hope of accelerating the synthetic and biological investigations for this unique type of natural product.

scholarly journals Dialkyl dicyanofumarates and dicyanomaleates as versatile building blocks for synthetic organic chemistry and mechanistic studies

2017 ◽  
Vol 13 ◽  
pp. 2235-2251 ◽  
Author(s):  
Grzegorz Mlostoń ◽  
Heinz Heimgartner
Keyword(s):  
Organic Chemistry ◽  
Magnetic Properties ◽  
Charge Transfer ◽  
Reaction Mechanisms ◽  
Building Blocks ◽  
Charge Transfer Complexes ◽  
Mechanistic Studies ◽  
Oxidizing Agents ◽  
Michael Acceptors ◽  
Multistep Reactions

The scope of applications of dialkyl dicyanofumarates and maleates as highly functionalized electron-deficient dipolarophiles, dienophiles and Michael acceptors is summarized. The importance for the studies on reaction mechanisms of cycloadditions is demonstrated. Multistep reactions with 1,2-diamines and β-aminoalcohols leading to diverse five- and six-membered heterocycles are discussed. Applications of dialkyl dicyanofumarates as oxidizing agents in the syntheses of disulfides and diselenides are described. The reactions with metallocenes leading to charge-transfer complexes with magnetic properties are also presented.

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