1998
DOI: 10.1039/a803447h
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Synthèse de nouvelles spiro-rhodanine-pyrazolines par addition dipolaire-1,3 de la diphe´nylnitrilimine sur quelques 5-arylidènerhodanines en ‘milieu sec’ et sous irradiation micro-onde

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Cited by 23 publications
(10 citation statements)
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“…Pyrazolines can be obtained in good yields by 1,3-dipolar cycloaddition between diphenylnitrilimine and an olefin on the surface of porous calcium hydroxyapatite ( p -HAP300), alumina, or montmorillonite K-10 irradiated with microwaves (Scheme ). Diphenylnitrilimine is generated in situ by reaction of hydrazonoyl chloride with the support acting as base in some cases.…”
Section: Five-membered Ringsmentioning
confidence: 99%
“…Pyrazolines can be obtained in good yields by 1,3-dipolar cycloaddition between diphenylnitrilimine and an olefin on the surface of porous calcium hydroxyapatite ( p -HAP300), alumina, or montmorillonite K-10 irradiated with microwaves (Scheme ). Diphenylnitrilimine is generated in situ by reaction of hydrazonoyl chloride with the support acting as base in some cases.…”
Section: Five-membered Ringsmentioning
confidence: 99%
“…In literature, the condensation of an aryl aldehyde to 2-thioxo-thiazolidine-4-one required the presence of a base such as piperidine in ethanol [32,33], piperidine/AcOH in ethanol under microwave irradiation [34][35][36][37] or with a catalytic amount of piperidinium acetate in refluxing toluene [38], AcONa in refluxed AcOH [39,40] or concentrated ammonia solution in the presence of NH 4 Cl [41]. The use of solventless reaction conditions has also been employed with task specific ionic liquids (TSILs) [42,43] or with a solid inorganic support (Al 2 O 3 or KSF) under microwave [44]. In this context, we decided to perform the condensation reaction under microwave dielectric heating and we screened a range of reaction parameters in order to find optimal reaction conditions.…”
Section: Resultsmentioning
confidence: 99%
“…Recently, Sim et al [19] reported the synthesis of 5-arylalkylidene rhodanines in 60e82% yields by heating the reactants suspended in toluene at 110 C for 3 days. Sing et al [20] reported the condensation of rhodanine with an aldehyde (0.1 mmol) by heating in anhydrous EtOH (200 mL) for 6 h at 80 C. Zhang Alloum et al reported the successful synthesis of some 5-arylalkylidene rhodanines on solid inorganic supports in dry media under microwave irradiation [21,22]. Jian-Feng Zhou et al have reported the synthesis of bis(benzylidene)cycloalkanones by the aldol condensation in an aqueous medium under phase-transfer catalysis and microwave irradiation [23] and synthesis of 5-arylalkylidene rhodanines by the aldol condensation of aromatic aldehydes with rhodanine using tetrabutylammonium bromide (TBAB) as phase-transfer catalyst in an aqueous medium under microwave irradiation.…”
Section: Introductionmentioning
confidence: 99%