Lawsone in organic synthesis

RSC Advances ◽  
2015 ◽  
Vol 5 (83) ◽  
pp. 67909-67943 ◽  
Author(s):  
Alessandro K. Jordão ◽  
Maria D. Vargas ◽  
Angelo C. Pinto ◽  
Fernando de C. da Silva ◽  
Vitor F. Ferreira

Lawsone has been used as the starting material for the synthesis of a variety of biologically active compounds and materials.

2016 ◽  
Vol 88 (4) ◽  
pp. 309-316 ◽  
Author(s):  
Christina Moberg

AbstractIn enantioselective reactions, the major, desired enantiomer is commonly obtained along with the minor, undesired enantiomer. By continuous recycling of this undesired enantiomer back to starting material, products with improved enantiomeric purity can be obtained. Such in situ minor enantiomer recycling can be accomplished by coupling the catalytic reaction to an exergonic transformation of a sacrificial reagent. The method has been applied to the synthesis of O-acylated cyanohydrins, which serve as starting materials for a variety of biologically active compounds.


2017 ◽  
Vol 1 (3) ◽  
pp. 17-22 ◽  
Author(s):  
Shalini Jaiswal ◽  
Smriti Dwivedi

Due to the growing awareness about environmental pollution and environmental legislation, recent years have witnessed a phenomenal increase in the application of microwave irradiation (MW) in organic synthesis. Heterocyclic compounds are abundant in nature and are of great significance to life because their structural subunits exist in many natural products such as vitamins, hormones, and antibiotics; hence, they have attracted considerable attention in the design of biologically active molecules and advanced organic chemistry. The application of molecular diversity technique to drug discovery is a multidisciplinary effort in organic synthesis. Medicinal chemistry concerns with the discovery, development, interpretation and the identification of mechanism of action of biologically active compounds at the molecular level. Encouraged by above reports and as part of our research programme for development of eco-friendly synthetic protocol for biologically active compounds as well as in pursuing of our work on new solvent-free cyclisation here we report the synthesis of aryl-triazalo -1, 3, 4-thidiazoles. The one-pot reaction of mercapto-s-triazole with aromatic acid using AlCl3 as a catalyst under microwave irradiation (2-3 min) and in solvent-free condition gave aryl-triazalo -1, 3, 4-thidiazoles with improved yield is described here. Keywords: Aryl-triazalo-1, 3, 4-thiadiazoles, Aromatic acid, AlCl3, cyclisation, S. aureus, E. coli, B. subtilis.


Author(s):  
Tirtha Mandal ◽  
Jyotirmayee Dash

The synthesis and functionalization of carbazole ring systems have received considerable attention in organic synthesis due to their widespread occurrence in biologically active compounds . One of the classical methods...


Author(s):  
Anna S. Zalivatskaya ◽  
Dmitriy N. Zakusilo ◽  
Aleksander V. Vasilyev

: Cinnamic acid and cinnamaldehyde may be obtained from renewable plant bio-mass, Cinnamon plants, therefore these compounds should be considered as bio-based platform chemicals for synthesis of novel substances. This review describes recent achievements in organic synthesis based on transformations of cinnamaldehyde, cinnamic acid and its derivatives, focusing, mainly, on the preparation of biologically active compounds. Reactions of these cinnamic derivatives may proceed both onto carbon-carbon double bond and carbonyl group that allows obtaining a wide variety of organic compounds having high synthetic importance and different practically valuable properties, including biological activity.


2017 ◽  
Vol 23 (6) ◽  
Author(s):  
Manjunath B. Channapur ◽  
Roger G. Hall ◽  
Mukul Lal ◽  
Sitaram Pal ◽  
Ashok S. Shyadligeri

AbstractTrifluoromethyl containing heterocycles are an integral part of many biologically active compounds in the agro and pharmaceutical chemistry. Herein, we report an efficient and concise three-step synthesis of 5-halo-6-trifluoromethylpyridine-3-carbonitriles from a trifluoroacetyl vinylogous enamine starting material. Hydrolysis furnishes the carboxylic acids.


2021 ◽  
Author(s):  
Kalathingal Nasreen Hisana ◽  
C. M. A. Afsina ◽  
Gopinathan Anilkumar

N-Arylated pyrroles have a wide range of applications in pharmaceuticals, agrochemical industry and organic synthesis. They are intermediates for the formation of many biologically active compounds and natural products. Over...


2018 ◽  
Author(s):  
Honggui Lv ◽  
Li-Jun Xiao ◽  
Dongbing Zhao ◽  
Qi-Lin Zhou

Herein, we realized the first linear-selective hydroarylation of unactivated alkenes and styrenes with organoboronic acids by introducing directing groupon alkenes. Our method is highly efficient and scalable, and provides a modular route to assemble structurally diverse alkylarenes, especially for γ-aryl butyric acid derivatives, which have been widely utilized as chemical feedstocks to access multiple marketed drugs, and biologically active compounds.<br>


2020 ◽  
Vol 5 (443) ◽  
pp. 85-91
Author(s):  
Ibrayev M.K., ◽  
◽  
Takibayeva A.T., ◽  
Fazylov S.D., ◽  
Rakhimberlinova Zh.B., ◽  
...  

This article presents studies on the targeted search for new derivatives of azoles, such as benzthiazole, 3,5-dimethylpyrazole, 1,3,4-oxadiazole-2-thione, 1,3,4-thiadiazole. The possibility of combining in one molecule of the azole ring with other cyclic compounds: the alkaloid cytisine, morpholine, furan and some arenes has been studied. To obtain new compounds, the reactions of bromination, acylation, and interaction with isothiocyanates were studied. Optimal synthesis conditions were studied for all reactions. It was found that the reaction of 4-bromo-3,5-dimethylpyrazole with isothiocyanates, in contrast to the previously written derivatives of anilines, takes a longer time and requires heating the reaction mixture. The combination of a pirasol fragment with halide substituents often results in an enhanced therapeutic effect. The synthesized 2-bromine-N-(6-rodanbenzo[d]thiazole-2-yl)acetamide, due to the alkylbromide group, is an important synth in the synthesis of new benzthiazole derivatives. Its derivatives combine in one molecule the rest of rhodanbenzthiazole with alkaloid cytisine and biogenic amine morpholine and are potentially biologically active compounds, since the molecule structure contains several pharmacophoric fragments: benzthiazole and alkaloid (amine) heterocycles, rhodane and urea groups. The mechanism of formation of 1,3,4-oxadiazole-2-tyons from hydrazides under action on them by carbon disulfide was studied and assumed. It was shown that dithiocarbamates in acidic medium decompose with the release of hydrogen sulfide and the formation of highly reactive isothiocyanate group. Then, intra-molecular cyclization occurs, with the formation of end products - 1,3,4-oxadiazole-2-thions. The structures of the synthesized compounds were studied by 1H and 13C NMR spectroscopy. All synthesized substances are potentially biologically active compounds, since they contain several pharmacophore fragments in their structure.


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