Microwave assisted synthesis of some halosubstituted chalcones

Unchadkar, Abhijit R; Zangade, Sainath; Shinde, Avinash; Deshpande, Madhav M.

doi:10.18596/jotcsa.10054

Cited by 2 publications

(2 citation statements)

References 25 publications

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“…In view of applications of chalcones and in continuation of our previous works reported on green synthetic protocol towards synthesis of bioactive compounds, [24][25][26][27] we synthesized new class of benzyloxy chalcone derivatives (3a-3h) under the condition of microwave assisted Claisen-Schmidt condensation of substituted aromatic aldehydes with 2-acetyl-1-naphthol/halosubstituted 2-acetyl-1naphthol in presence of KOH in good yield. 28 We found that microwave technique has several advantages including clean and easy work-up procedure, short reaction time, high yield and eco-friendliness.…”

Section: Synthesismentioning

confidence: 97%

Microwave-Induced, Efficient, Convenient and Rapid Synthesis of Benzyloxychalcones as Potent Growth Inhibitor

Deshmukh¹,

Zangade²,

Shinde³

2020

ECB

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A novel series of substituted chalcones containing benzyloxy moiety (3a-3h) was synthesized by microwave induced Claisen-Schmidt condensation of 2-acetyl-1-naphthol and its halo derivatives with different substituted aromatic aldehydes. All the synthesized chalcones were characterized by spectral analysis and screened for their antibacterial and antifungal effectiveness by using standard methods. It is found that the microwave irradiation technique is superior in terms of considerable increase in the reaction rate, yields and shortening the reaction time. The investigation of antimicrobial screening revealed that compounds (3a-3d) containing benzyloxy group at para position of aldehyde ring of chalcones possessing more potent antimicrobial activity.

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Section: Synthesismentioning

confidence: 97%

Microwave-Induced, Efficient, Convenient and Rapid Synthesis of Benzyloxychalcones as Potent Growth Inhibitor

Deshmukh¹,

Zangade²,

Shinde³

2020

ECB

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“…Claisen-Schmidt condensation is the classical method in which aldehydes reacted with ketone in presence of aqueous alkaline bases 11 , barium hydroxide or Lithium hydroxide 12 . Chalcone synthesis also achieved by various methods by using microwave irradiation [13][14][15] , ultrasound irradiation 16 , grinding technique [17][18][19][20] , Suzuki reaction 21 and by using diverse catalyst like anhydrous K2CO3 9 , NaOH-Al2O3 1 , SOCl2 22 , KF / natural phosphate 23 , Potassium phosphate 24 , CaO, NH4OH 25 , Na2CO3 26 ,natural phosphate/lithium nitrate 27 , silica-sulphuric acid 28 ,Iodine 29 ,NaOH [30][31] and KOH 32 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 1, 3-diaryl-2-propene-1-one derivatives using Tripotassium phosphate as an alternative and efficient catalyst and study its cytotoxic and antimicrobial properties

Patil¹,

Khan²,

Zangade³

2020

10.5267/j.ccl

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A series of fourteen chalcone was synthesized via. Claisen-Schmidt condensation between substituted 2-hydroxyl acetonaphthones and substituted benzaldehyde in presence of tripotassium phosphate (K3PO4) catalyst. The reaction was carried out by conventional method using 2methoxyethanol. The procedure is simple and efficient in terms of reaction time, easy workup and isolation of products and yields. In-vitro all these synthesized compounds were screened and evaluated for the cytotoxic and antimicrobial activity. It was found that these compounds had significant cytotoxic activity in comparison with standard 5-flurouracil. The compounds 3a, 3b, 3h, 3f and 3l were screened by MTT assay against liver cancer cell line-HepG2. Among these, the compound 3b and 3c showed LC50 values of 997.14 μM/ml and 284.13 μM/ml., respectively. The remaining compounds did not display the LC50 values. The compound 3l displayed the strongest cytotoxic activities with IC50 value of 91.85 μg/ml against liver cancer cell line. The Chalcone 3a, 3f, 3h and 3e demonstrated excellent antimicrobial activity and the remaining were moderately active against tested pathogens. The antimicrobial effects of all the tested compounds are due to the presence of pharmacological active substituent in the basic nucleus of Chalcones. Therefore, the present study leads to the development of new class of anticancer and antimicrobial inhibitory candidates.

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Microwave assisted synthesis of some halosubstituted chalcones

Abstract: An efficient microwave-assisted synthesis of halosubstituted chalcones were presented by the condensation of halosubstituted ketones and substituted aldehydes. These reactions were found to be economically cheap in comparison with classical synthesis.

Cited by 2 publications

References 25 publications

Microwave-Induced, Efficient, Convenient and Rapid Synthesis of Benzyloxychalcones as Potent Growth Inhibitor

Microwave-Induced, Efficient, Convenient and Rapid Synthesis of Benzyloxychalcones as Potent Growth Inhibitor

Synthesis of 1, 3-diaryl-2-propene-1-one derivatives using Tripotassium phosphate as an alternative and efficient catalyst and study its cytotoxic and antimicrobial properties

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