scholarly journals (E)-2-(2-oxo-4-phenylbut-3-en-1-yl)benzo[d]thiazole-3(2H)-carboxylates

Molbank ◽  
10.3390/m1236 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1236
Author(s):  
Yordan Stremski ◽  
Stela Statkova-Abeghe

An convenient one-pot approach for the synthesis of new (E)-2-(2-oxo-4-phenylbut-3-en-1-yl)benzo[d]thiazole-3(2H)-carboxylates is demonstrated. The method is based on a three-component reaction of benzylideneacetone with electrophilic N-alkoxycarbonylbenzothiazolium species formed in situ. The newly synthesized compounds were fully characterized by 1D 1H, 13C- NMR, IR and MS.

2022 ◽  
Vol 34 (2) ◽  
pp. 432-436
Author(s):  
Nagamani Rayala ◽  
Sumathi Vodnala ◽  
Supriya Kamsani ◽  
A.K.D. Bhavani ◽  
Nagaraju Myakala ◽  
...  

A novel series of unsymmetrical C-N linked bis heterocycles bearing quinazolinone and acridinedione skeletons have been synthesized in an acid promoted one pot multicomponent reaction. A blend of 6-aminoquinazolin-4-(3H)-one, aromatic aldehydes and cyclohexane-1,3-dione in a simple and efficient condensation-cyclization reaction using hydrochloric acid in catalytic amount as catalyst afforded unsymmetrical bis hybrids in good to excellent yields. Multiheterocyclic hybrid compounds were also synthesized using heterocyclic ring containing aldehyde in three component reaction. The synthesized quinazolinone-acridindione hybrids were characterized using spectroscopic techniques such as a IR, 1H NMR, 13C NMR, ESI-mass and HRMS.


Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 2029
Author(s):  
Óscar Vázquez-Vera ◽  
Daniel Segura-Olvera ◽  
Mónica Rincón-Guevara ◽  
Atilano Gutiérrez-Carrillo ◽  
Miguel García-Sánchez ◽  
...  

A series of eight new 5-aryl-benzo[f][1,7]naphthyridines were synthesized in 17 to 64% overall yields via an improved MW-assisted cascade-like one pot process (Ugi–three component reaction/intramolecular aza-Diels-Alder cycloaddition) coupled to an aromatization process from tri-functional dienophile-containing ester-anilines, substituted benzaldehydes and the chain-ring tautomerizable 2-isocyano-1-morpholino-3-phenylpropan-1-one as starting reagents, under mild conditions. The doubly activated dienophile and the aza-diene functionalities of the eight new Ugi-adducts were exploited to perform an in situ aza-Diels-Alder cycloaddition/aromatization (dehydration/oxidation) process, toward the complex polysubstituted 5-aryl-polyheterocycles, which could be taken as starting point for further SAR studies because the benzo[f][1,7]naphthyridine is the core of various bioactive products. It is relevant to emphasize that the synthesis or isolation of benzo[f][1,7]naphthyridines containing a substituted aromatic ring in the C-5 position, has not been published before.


2016 ◽  
Vol 12 ◽  
pp. 1487-1492 ◽  
Author(s):  
Bo Yang ◽  
Chuanye Tao ◽  
Taofeng Shao ◽  
Jianxian Gong ◽  
Chao Che

A novel three-component reaction has been developed to assemble biologically and pharmaceutically important tetracyclic fused imidazo[1,2-a]pyridines in a one-pot fashion utilizing readily available 2-aminopyridines, isatins and isocyanides. The three-component coupling proceeds through the Groebke–Blackburn–Bienaymé reaction followed by a retro-aza-ene reaction and subsequent nucleophilic reaction of the in-situ generated imidazo[1,2-a]pyridines bearing an isocyanate functional group.


SynOpen ◽  
2021 ◽  
Vol 05 (01) ◽  
pp. 1-16
Author(s):  
Vladislav Y. Korotaev ◽  
Igor B. Kutyashev ◽  
Maxim S. Sannikov ◽  
Ivan A. Kochnev ◽  
Alexey Y. Barkov ◽  
...  

AbstractRegio- and stereoselective methods for the synthesis of 6′-trifluoro(trichloro)methyl substituted spiro[acenaphthylene-1,11′-chromeno[3,4-a](thia)pyrrolizidin]-2-ones and spiro[acenaphthylene-1,12′-chromeno[3,4-a]indolizidin]-2-ones have been developed based on the three-component reaction of 3-nitro-2-trifluoro(trichloro)methyl-2H-chromenes with azomethine ylides generated in situ from acenaphthenequinone and cyclic α-amino acids. The cycloaddition proceeds under mild conditions in ethanol or DMSO, and only endo-isomers of the products with cis-arrangement of nitro and trifluoromethyl groups are formed. The relative configuration of cycloadducts is reliably confirmed by X-ray diffraction analysis and by 2D NOESY spectroscopy.


2019 ◽  
Vol 6 (3) ◽  
pp. 248-256 ◽  
Author(s):  
Taybeh Farahmand ◽  
Saeedeh Hashemian ◽  
Ali Shibani

Background: Dihydropyrano [3, 2-c]chromenes and their derivatives have great attention for scientists. They have different activities such as biological properties, spasmolytic, diuretic, anticoagulant, anti-cancer, and anti-anaphylactic activity. For these vary biological activities, chromene derivatives have made significant for further progress in medicinal and organic synthesis studies. So, in view of the importance of chromenes, we aimed to synthesis of 3, 4-dihydropyrano [3, 2-c] chromene derivatives. ZIF@ZnTiO3nanocomposite as organocatalyst was used. Method: An effective and applicable technique was used for preparation of 3, 4-dihydropyrano [3, 2- c] chromene derivatives. Dihydropyrano [c] chromenederivatives were prepared by using ZIF@ZnTiO3compositeas a recyclable catalyst. One-pot three-component reaction of aromatic aldehydes, malononitrile, and 4-hydroxycoumarin was done for synthesis of dihydropyrano [c] chromenederivatives over composite catalyst with excellent yields. The as prepared dihydropyrano [c] chromenederivatives were measured by melting point, FTIR, 1H NMR, and 13C NMR. The nano catalyst could be recycled several times. Result: A novel nano catalyst of MOF containing Mn2+ ions and 2- methyl imidazole (ZIF) and zinctitanate (ZIF@ZnTiO3) composite was prepared. The synthesized organocatalyst was studied for preparation of 3, 4-dihydropyrano [3, 2-c] chromene derivatives. One-pot three-component reaction of aromatic aldehydes, malononitrile, and 4-hydroxycoumarin was done for synthesis of dihydropyrano [c] chromene derivatives over composite catalyst with excellent yields. The reaction was optimized. Conclusion: The organocatalyst composite of consist of ZIF and zinctitanate was prepared. The ZIF@ZnTiO3 was used as catalyst for synthesis of 3, 4-dihydropyrano [3, 2-c] chromene derivatives via one-pot three-component condensations of aromatic aldehydes,malononitrile, and 4 hydroxycoumarin. The results of melting point, FTIR, 1H NMR, 13C NMR also confirmed the formation of high yield of 3, 4-dihydropyrano [3, 2-c] chromene derivatives at short time. The appealing properties of this method are environmentally friendly, mild reaction conditions (low reaction time and high yields of pure products), easy work up and recyclability of reaction catalyst.


2019 ◽  
Vol 19 (16) ◽  
pp. 1292-1297 ◽  
Author(s):  
Ali Mohd Ganie ◽  
Ayaz Mahmood Dar ◽  
Fairooz Ahmad Khan ◽  
Bashir Ahmad Dar

:Here in we report the number of strategies for the synthesis of differently substituted benzimidazole derivatives. The protocols involved in the syntheses of these derivatives were one-pot or multi-component. The characterization studies of these derivatives were carried by using different spectroscopic techniques (1H NMR, 13C NMR and MS) and elemental analyses. The biological screening studies revealed that these benzimidazole derivatives show potential antibacterial as well as antifungal behavior. These benzimidazole derivatives not only depicted potential antiulcer properties but also showed moderate to good anticancer/cytotoxic behavior against different cancer cell lines.


2020 ◽  
Vol 24 (8) ◽  
pp. 900-908
Author(s):  
Ram Naresh Yadav ◽  
Amrendra K Singh ◽  
Bimal Banik

Numerous O (oxa)- and S (thia)-glycosyl esters and their analogous glycosyl acids have been accomplished through stereoselective glycosylation of various peracetylated bromo sugar with benzyl glycolate using InBr3 as a glycosyl promotor followed by in situ hydrogenolysis of resulting glycosyl ester. A tandem glycosylating and hydrogenolytic activity of InBr3 has been successfully investigated in a one-pot procedure. The resulting synthetically valuable and virtually unexplored class of β-CMGL (glycosyl acids) could serve as an excellent potential chiral auxiliary in the asymmetric synthesis of a wide range of enantiomerically pure medicinally prevalent β-lactams and other bioactive molecules of diverse medicinal interest.


2020 ◽  
Vol 17 (11) ◽  
pp. 832-836
Author(s):  
Manijeh Nematpour ◽  
Hossein Fasihi Dastjerdi ◽  
Mehdi Jahani ◽  
Sayyed Abbas Tabatabai

A simple and appropriate procedure for the synthesis of quinazoline-2,4(1H,3H)-dione derivatives from isocyanides, aniline and isocyanate via the Cu-catalyzed intramolecular C-H activation reaction is reported. The advantages of this method are one-pot conditions, accessible starting materials- catalyst, high yield of products, and short reaction times. The structures are confirmed spectroscopically (1H- and 13C-NMR, IR and EI-MS) and by elemental analyses.


2020 ◽  
Vol 17 ◽  
Author(s):  
Visarapu Malathi ◽  
Pedavenkatagari Narayana Reddy ◽  
Pannala Padmaja

Abstract:: An efficient method has been developed for the synthesis of new pyrano[3,2-c] and pyrano[3,2-a]carbazole de-rivatives via a three component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isocyanides, and dialkylacetylenedi-carboxylates. Noteworthy features of this protocol include mild reaction conditions, catalyst-free, high atom-economy and high yields.


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