106115-45-1Relevant academic research and scientific papers
Synthesis of bis(substituted benzylidene)cycloalkanone using supported reagents and microwave irradiation
Wang, Jin-Xian,Kang, Liqin,Hu, Yulai,Wei, Bangguo guo
, p. 1691 - 1696 (2002)
Condensation of cycloalkanone with aromatic aldehyde and furfural using supported reagents to prepare bis(substituted benzylidene or furfurylidene)cycloalkanone in excellent yields under microwave irradiation.
Aldol condensation in water using polyethylene glycol 400
Tanemura, Kiyoshi,Suzuki, Tsuneo,Nishida, Yoko,Horaguchi, Takaaki
, p. 576 - 577 (2005)
Efficient and environmentally friendly synthesis of chalcones and 2,6-bis(arylmethylidene)cycloalkanones was carried out by aldol condensation of ketones with aromatic aldehydes in water in the presence of polyethylene glycol 400. Copyright
Antiparasitic activity of synthetic curcumin monocarbonyl analogues against Trichomonas vaginalis
Carapina da Silva, Caroline,Pacheco, Bruna Silveira,das Neves, Raquel Nascimento,Dié Alves, Mirna Samara,Sena-Lopes, ?ngela,Moura, Sidnei,Borsuk, Sibele,de Pereira, Claudio Martin Pereira
, p. 367 - 377 (2019)
Trichomoniasis is a parasitic infection caused by Trichomonas vaginalis and it is considered to be the most common non-viral sexually transmitted infection in the world. Since the 1960s, nitroimidazoles such as metronidazole are the drugs of choice for the treatment of trichomoniasis, but many adverse effects and allergic reactions may result from their use. Reports of metronidazole-resistant infections also highlight the importance for the search of new anti-T. vaginalis agents. Considering this, herein we report the anti-T. vaginalis evaluation of 21 synthetic monocarbonyl analogues of curcumin, which itself has been reported to possess antiparasitic potential. From the in vitro analysis of the synthetic molecules, untreated trophozoites, and metronidazole at 100 μM, it was observed that three curcumin analogues (3a, 3e, and 5e) exhibited anti-T. vaginalis activity comparable to metronidazole (no significant statistical difference). Optimal antiparasitic concentrations were determined to be 80 μM and 90 μM for propanone derivatives 3a and 3e, respectively, and 200 μM for cyclohexanone derivative 5e. Kinetic growth curves showed that, after 24 h, the trophozoites were completely inhibited. At the tested concentrations, natural curcumin did not significantly inhibit the growth of trophozoites, therefore demonstrating that the designed synthetic molecules not only have better chemical stability, but also higher anti-T. vaginalis potential. Cytotoxicity analysis, performed on VERO cells, demonstrated low, moderate and high cytotoxic effects for analogues 3e, 5e and 3a, respectively. This study suggests that these analogues possess chemical features of interest to be further explored as alternatives for the treatment of trichomoniasis.
Solvent-free crossed aldol condensation of ketones with aromatic aldehydes mediated by magnesium hydrogensulfate
Salehi, Peyman,Khodaei, Mohammad M.,Zolfigol, Mohammad A.,Keyvan, Afsaneh
, p. 1291 - 1295 (2002)
Crossed aldol condensations of ketones with aromatic aldehydes are carried out efficiently in the presence of magnesium hydrogensulfate under solvent-free conditions in good to excellent yield without the occurrence of any self-condensation. Similar reactions in solution do not proceed satisfactorily.
Amberlyst-15 and Amberlite-200C: Efficient catalysts for aldol and cross-aldol condensation under ultrasound irradiation
Lahyani, Achraf,Chtourou, Manef,Frikha, Mohamed Hédi,Trabelsi, Mahmoud
, p. 1296 - 1301 (2013)
This paper presents an improved synthesis of trans-chalcones and α,α′-bis(arylmethylidene) cycloalkanones under ultrasound irradiation in the presence of commercial acid-resins as catalysts in solvent free conditions. Several trans-chalcones and α,α′- bis(arylmethylidene) cycloalkanones were synthesized in good yields and excellent selectivity in a short reaction time.
A facile route to synthesize α,α'-bis(substituted-benzylidene) cycloalkanones promoted by SmI3
Bao, Weiliang,Zhang, Yongmin,Ying, Taokai
, p. 503 - 507 (1996)
Promoted by SmI3 cycloalkanone trimethylsilyl enol ethers were reacted with aldehydes to give α,α-bis(substituted-benzylidene) cycloalkanones.
Cyclopentanone in the synthesis of fused 4,7-phenanthroline derivatives
Tereshko,Kozlov,Gusak
, p. 1619 - 1622 (2003)
Catalytic condensation of cyclopentanone with arylmethylene(6-quinolyl) amines gave previously unknown 8-aryl-10,11-dihydro-9H-cyclopenta[a]-4,7- phenanthrolines.
Nanomagnetic-supported Sulfonic Acid: Simple and Rapid Method for the Synthesis of α,α′-Bis-(substituted-benzylidene) Cycloalkanones
Amoozadeh, Ali,Kolvari, Eskandar,Koukabi, Nadiya,Otokesh, Somayeh
, p. 501 - 505 (2015)
Nanomagnetic-supported sulfonic acid is found to be a powerful and reusable heterogeneous catalyst for the rapid synthesis of α,α′-bis-(substituted-benzylidene)cycloalkanones under conventional heating and solvent free conditions. High yield, simple work up and easy recovery of the catalyst are the most obvious advantages of this procedure. In this paper, an efficient, sustainable and green procedure for synthesis of α,′α-bis-(substituted-benzylidene) cycloalkanones has been developed using a magnetically separable and easily recyclable nano-γ-Fe2O3-SO3H catalyst in solvent free medium under thermal condition. Easy magnetic separation of the catalyst eliminates the requirement of catalyst filtration after completion of the reaction which is an additional greener attribute of this method.
Synthesis of β,β′-bis(substituted benzylidene) cycloalkanones catalyzed by amino-functionalized ionic liquid
Kang, Li-Qin,Song, Gong-Hua,Wang, Jia-Yi,Wei, Bang-Guo
, p. 1125 - 1128 (2008)
Condensation of aromatic aldehydes with cyclopentanone and cyclohexanone using amino-functionalized ionic liquid, 1-aminoethyl-3-methyl tetrafluoroborate as solvent and catalyst was successfully performed for preparation of α,α′-bis(substituted benzylidene)cycloalkanones. The catalyst can be recovered and reused for at least three times without apparently lose of activity. The process is simple, environmentally benign and proceeds in excellent yields.
Green, rapid, and highly efficient syntheses of α,α′-bis[(aryl or allyl)idene]cycloalkanones and 2-[(aryl or allyl)idene]-1-indanones as potentially biologic compounds via solvent-free microwave-assisted Claisen–Schmidt condensation catalyzed by MoCl5
Bakhshi, Reza,Zeynizadeh, Behzad,Mousavi, Hossein
, p. 623 - 637 (2019/08/26)
A new, green, and highly efficient protocol for the expeditious preparation of some α,α′-bis[(aryl or allyl)idene]cycloalkanones and 2-[(aryl or allyl)idene]-1-indanones via a simple microwave-assisted Claisen–Schmidt condensation reaction catalyzed by MoCl5 was successfully developed. Outstanding features of the current methodology include the use of solvent-free conditions, simple operation, use of a very inexpensive and available catalyst, low catalyst loading, short reaction times, high yields of the pure products, no harmful by-products, easy workup, and also the applicability of microwave irradiation as a clean source of energy. Furthermore, a gram-scale reaction was successfully conducted, proving the scalability of this current Claisen–Schmidt condensation reaction.
