2010
DOI: 10.1016/j.tetlet.2010.08.019
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Benzylation of β-dicarbonyl compounds and 4-hydroxycoumarin using TMSOTf catalyst: a simple, mild, and efficient method

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Cited by 28 publications
(11 citation statements)
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“…In the presence of 20 mg of A-TiO 2 catalyst, at 70 C for a reaction time of 4.5 h, 95% yield was obtained, which is one of the maximum values, so far, reported in the literature. [38][39][40][41][42][43][44][45][46][47] It was observed that aer extended reaction time and high temperature, the reaction did not proceed in the forward direction. In our study, 20 mg of A-TiO 2 catalyst under heat/visible light and solvent free conditions demonstrated a notable product yield of 95% with stipulated time period of 4.5 h. Similarly, the nature of the solvent can interrupt the reaction environment by affecting the catalytic stability, solubility, and rate of the reaction.…”
Section: Electrochemical Charge Transfer Processmentioning
confidence: 99%
“…In the presence of 20 mg of A-TiO 2 catalyst, at 70 C for a reaction time of 4.5 h, 95% yield was obtained, which is one of the maximum values, so far, reported in the literature. [38][39][40][41][42][43][44][45][46][47] It was observed that aer extended reaction time and high temperature, the reaction did not proceed in the forward direction. In our study, 20 mg of A-TiO 2 catalyst under heat/visible light and solvent free conditions demonstrated a notable product yield of 95% with stipulated time period of 4.5 h. Similarly, the nature of the solvent can interrupt the reaction environment by affecting the catalytic stability, solubility, and rate of the reaction.…”
Section: Electrochemical Charge Transfer Processmentioning
confidence: 99%
“…The use of trimethylsilyl trifluoromethanesulfonate (TMSOTf) as an efficient catalyst for direct benzylation of 1,3-dicarbonyl compounds with various benzylic alcohols in CH 3 NO 2 was described by Lalitha et al 195 Kaneda et al developed an environmentally benign synthetic approach to nucleophilic substitution reactions of alcohols catalyzed by proton-and metal-exchanged montmorillonites (H-and M n+ -mont). Anilines, amides, indoles 1,3-dicarbonyl compounds and allylsilane acted as a nucleophile for the H-mont-catalyzed substitutions of alcohols, for the formation of various C-N and C-C bonds.…”
Section: Miscellaneousmentioning
confidence: 99%
“…A few methods that have been reported for the C3-alkylation of 4-hydroxycoumarin so far with alcohols including strong acids, such as HCl, H 2 SO 4 , etc. [20][21][22], Yb(OTf) 3 [23], FeCl 3 ·6H 2 O [24], Amberlite IR-120 [25], molecular iodine [26], Bi(OTf) 3 [27], Fe(ClO 4 ) 3 ·xH 2 O [28], TMSOTf [29], Bi(NO 3 ) 3 ·5H 2 O/Ionic liquid system [30], Ir-Sn bimetallic system [31]. However, processes involving conventional acids, are inherently associated with problems such as high toxicity, corrosion, catalyst waste and difficulty in separation and recovery.…”
Section: Introductionmentioning
confidence: 99%