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

Author(s):  
Chuanle Zhu ◽  
Yingying Cai ◽  
Huanfeng Jiang

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...

2022 ◽  
Author(s):  
Loleny Tavares ◽  
Slim SMAOUI ◽  
Cristian Pinilla ◽  
Hajer Ben Hlima ◽  
Helio Lopes Barros

Recently, studies on natural products have considerably increased due to their exceptional biological activities and health benefits. Subsequently, their pharmacological attributes have played an immense role in detecting natural and...


Symmetry ◽  
2019 ◽  
Vol 11 (12) ◽  
pp. 1510
Author(s):  
Renato Dalpozzo ◽  
Raffaella Mancuso

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.


Author(s):  
Min Zhang ◽  
Ying Gong ◽  
Wei Zhou ◽  
Ying Zhou ◽  
Xiong-Li Liu

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...


2020 ◽  
Vol 74 (7) ◽  
pp. 577-583 ◽  
Author(s):  
Mikiko Okumura ◽  
David Sarlah

Aromatic compounds are one of the most abundant classes of organic molecules and find utility as precursors for alicyclic hydrocarbon building blocks. While many established dearomatization reactions are exceptionally powerful, dearomatization with concurrent introduction of functionality, i.e. dearomative functionalization, is still a largely underdeveloped field. This review aims to provide an overview of our recent efforts and progress in the development of dearomative functionalization of simple and nonactivated arenes using arenophile-arene cycloaddition platform. These cycloadducts, formed via a visible-light-mediated [4+2]-photocycloaddition, can be elaborated in situ through olefin chemistry or transition-metal-catalyzed ring-opening with carbon-, nitrogen-, and oxygen-based nucleophiles, providing access to diverse structures with functional and stereochemical complexity. Moreover, the dearomatized products are amenable to further elaborations, which effectively install other functionalities onto the resulting alicyclic carbocycles. The utility of the arenophile-mediated dearomatization methods are also highlighted by the facile syntheses of natural products and bioactive compounds through novel disconnections.


2017 ◽  
Vol 15 (13) ◽  
pp. 2672-2710 ◽  
Author(s):  
Rodney A. Fernandes ◽  
Pullaiah Kattanguru ◽  
Sachin P. Gholap ◽  
Dipali A. Chaudhari

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.


2018 ◽  
Vol 25 (8) ◽  
pp. 917-962 ◽  
Author(s):  
Arianna Quintavalla

Background: The spirocyclic compounds have always aroused a great interest because this motif is present as structural core in a number of natural products and bioactive compounds. In particular, the spirolactone moiety has been recognized in a wide array of natural and non-natural scaffolds showing a variety of useful pharmacological properties. Methods: Extensive literature search using SciFinder (Databases: CA Plus, CAS Registry, CAS React, Chemlist, Chemcat and Medline) and Web of Science (Database: Web of Science Core Collection) was conducted. Results: Nowadays, many efforts are being devoted to the discovery of new natural products containing the promising spirolactone framework and to the disclosure of the potential bioactivities of these chemical entities. Moreover, the medicinal relevance of many spirolactones makes these scaffolds attractive targets for the design and development of innovative and efficient synthetic strategies, enabling the construction of complex and variably substituted products. Conclusion: This review gives an overview on the recent advances in the spirolactones field, in terms of new compounds isolated from natural sources, recently determined bioactivity profiles and innovative synthetic approaches. The collected data demonstrate the key role played by spirolactones in medicinal chemistry and the great attention still devoted by the scientific community to these compounds.


Synlett ◽  
2019 ◽  
Vol 30 (19) ◽  
pp. 2113-2122 ◽  
Author(s):  
Yan Xiao ◽  
Weiming Hu ◽  
Song Sun ◽  
Jin-Tao Yu ◽  
Jiang Cheng

Acridines and phenazines are common motifs in bioactive compounds and natural products. Many excellent works on the synthesis of these skeletons starting from diaryliodonium salts, benzaldehydes, anthranils, azobenzenes, and nitrosobenzenes have been reported. In this overview, we highlight several recent elegant works on the synthesis of acridines and phenazines.1 Introduction2 Synthesis of Acridines3 Synthesis of Phenazines4 Conclusion


2016 ◽  
Vol 33 (2) ◽  
pp. 150-161 ◽  
Author(s):  
Lauren Ray ◽  
Bradley S. Moore

Polyketides comprise a diverse class of natural products, with many important biological and pharmacological activities. Substrates functioning as starter units and extender units during their assembly significantly contribute to the chemical complexity exhibited by this class of natural products. This highlight provides an overview of the recent advances in understanding the diversity of these polyketide synthase (PKS) building blocks.


2019 ◽  
Vol 165 ◽  
pp. 182-197 ◽  
Author(s):  
Jialiang Guo ◽  
Hang Lin ◽  
Jincai Wang ◽  
Yuanjing Lin ◽  
Tingting Zhang ◽  
...  

2019 ◽  
Vol 16 (5) ◽  
pp. 422-452 ◽  
Author(s):  
Dau Xuan Duc

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.


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