2005
DOI: 10.1016/j.tetlet.2005.07.117
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Bismuth(III) nitrate pentahydrate—a mild and inexpensive reagent for synthesis of coumarins under mild conditions

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Cited by 74 publications
(22 citation statements)
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“…[15][16][17][18][19] The Pechmann reaction 20 is known as one of the most valuable methods for the synthesis of coumarins since it proceeds from simple starting materials, a phenol and a -keto ester, together with an acid catalyst. Various protocols have been developed by using different catalysts including sulfuric acid, 20 trifluoroacetic acid, 21 phosphorus pentaoxide, 22 aluminium chloride, [23][24] indium(III) chloride, 25 titanium(IV) chloride, 26 silica gel supported zirconyl chloride octahydrate, 27 samarium(III) nitrate hexahydrate, 28 bismuth(III) nitrate pentahydrate, 29 ionic liquids 30 and many more. [31][32][33] However, the development of practical, efficient and environmentally benign synthetic protocols for the synthesis of coumarins is greatly desirable.…”
Section: Introductionmentioning
confidence: 99%
“…[15][16][17][18][19] The Pechmann reaction 20 is known as one of the most valuable methods for the synthesis of coumarins since it proceeds from simple starting materials, a phenol and a -keto ester, together with an acid catalyst. Various protocols have been developed by using different catalysts including sulfuric acid, 20 trifluoroacetic acid, 21 phosphorus pentaoxide, 22 aluminium chloride, [23][24] indium(III) chloride, 25 titanium(IV) chloride, 26 silica gel supported zirconyl chloride octahydrate, 27 samarium(III) nitrate hexahydrate, 28 bismuth(III) nitrate pentahydrate, 29 ionic liquids 30 and many more. [31][32][33] However, the development of practical, efficient and environmentally benign synthetic protocols for the synthesis of coumarins is greatly desirable.…”
Section: Introductionmentioning
confidence: 99%
“…Among all these von Pechmann reaction seems to be quite simple and straight forward which employs the condensation of acetoacetic ester with substituted phenols in the presence of a variety of reagents. In the past, several acid catalysts have been used in the von Pechmann reaction including strong acids like sulfuric acid [2], trifluoroacetic acid [7], phosphorous pentachloride [9], aluminium trichloride [10], zinc iodide [11], and many others of the same type including expensive metal halides of indium [12] and palladium [13] and recently Bi 2 (NO 3 ) 3 [14]. Moreover, these catalysts have to be used in excess, for example, sulfuric acid in ten to twelve equivalents [2], trifluoroacetic acid in three to four equivalents [7] and phosphorus pentoxide is required in a five-fold excess.…”
Section: Introductionmentioning
confidence: 99%
“…The method is highly efficient and free from the aforesaid drawbacks. Phosphated zirconia (P-Zr) (21Á23) and bismuth nitrate penta hydrate (BNPH) (24,25) solid acid catalyst for this transformation. A brief account of the work and its main findings as well as the advantages over the extant synthetic routes is discussed in this communication.…”
Section: Resultsmentioning
confidence: 99%