2013
DOI: 10.14233/ajchem.2013.13483
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Reaction of Dimethyl Sulfoxide-Acetic Anhydride with 4-Hydroxy-coumarin and Its Derivatives Under Microwave Conditions

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Cited by 6 publications
(4 citation statements)
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“…Comparably, the application of DMSO/activating agents in organic transformations to introduce sulfur moiety has been less studied. Literature survey indicated that they can be used to introduce “CH 2 SMe” moiety into organic acid and indole with oxalyl chloride and TFAA “=SMe 2 ” moiety into thiatriazine and coumarin with TFAA and Ac 2 O, and “SMe” moiety with TFAA into indole . To the best of our knowledge, both DMSO and [D 6 ]DMSO have never been employed as a sulfur source for introduction of SMe or SCD 3 moiety to the biologically interesting isochromenone skeleton.…”
Section: Introductionmentioning
confidence: 99%
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“…Comparably, the application of DMSO/activating agents in organic transformations to introduce sulfur moiety has been less studied. Literature survey indicated that they can be used to introduce “CH 2 SMe” moiety into organic acid and indole with oxalyl chloride and TFAA “=SMe 2 ” moiety into thiatriazine and coumarin with TFAA and Ac 2 O, and “SMe” moiety with TFAA into indole . To the best of our knowledge, both DMSO and [D 6 ]DMSO have never been employed as a sulfur source for introduction of SMe or SCD 3 moiety to the biologically interesting isochromenone skeleton.…”
Section: Introductionmentioning
confidence: 99%
“…Comparably, the application of DMSO/activating agents in organic transformations to introduce sulfur moiety has been less studied. Literature survey indicated that they can be used to introduce "CH 2 SMe" moiety into organic acid [61] and indole [62] with oxalyl chloride [61] and TFAA [62] "=SMe 2 " moiety into thiatriazine [63] and coumarin [64] with TFAA [63] and Ac 2 O, [64] and "SMe" moiety with TFAA into indole. [65] To the best of our Scheme 1.…”
Section: Introductionmentioning
confidence: 99%
“…A probable mechanistic pathway (Fig. ) for the formation of fused pyrano biscoumarin analogs is similar to established mechanism . The lead tetraacetate oxidizes 1,2‐diol into benzaldehyde giving acetic acid which in turn would able to acid catalyze condensation between benzaldehyde and 4‐hydroxy coumarin gives the benzylidene‐chroman‐2,4‐dione.…”
Section: Resultsmentioning
confidence: 68%
“…The results of NMR monitoring allowed for proposing the sequence of reactions shown in Scheme 3 to explain the formation of 1a in system II as an oligomeric structure stabilized by triiodide anions (I − 6 E. Avella-Moreno et al of DMSO-d 3 , 4, with HI, [25] together with ethane, and iodine, generated probably by photolysis of CH 3 I, [26] among other detected products (2a, 5, 7). In order to complement our work we are considering to study the reaction between DMSO and CH3I with small additions of aqueous HI.…”
Section: Resultsmentioning
confidence: 99%