2015
DOI: 10.3998/ark.5550190.p008.997
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The system PhIO/Ph3P as an efficient reagent for mild and direct coupling of alcohols with carboxylic acids

Abstract: Dedicated to Prof. Michael Orfanopoulos on the occasion of his official retirement, to acknowledge his contribution to physical and synthetic organic chemistry DOI: http://dx.doi.org/10.3998/ark.5550190.p008.997 AbstractThe PhIO/Ph 3 P system acts as an efficient mild reagent for the direct esterification of carboxylic acids with alcohols. (Diacyloxyiodo)benzenes, which are in situ generated in DCM solution from carboxylic acids and iodosylbenzene, react smoothly with triphenylphosphine and an alcohol at reflu… Show more

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“…In addition, the use of Ph 2 PCl/I 2 /imidazole [27], Ph 3 PBr 2 [28], POCl 3 / DMAP/Et 3 N [29], or PPh 3 /BnN 3 /microwave (Staudinger's phosphazene) [30] systems was found to be effective for the esterification. The hypervalent iodine reagents could be utilized in coupling reactions [31,32]. The combination of PPh 3 and trichloroisocyanuric acid was also effective [33].…”
Section: Synthesis Of Carboxylic Acid Esters Using Carboxylic Acids Amentioning
confidence: 99%
“…In addition, the use of Ph 2 PCl/I 2 /imidazole [27], Ph 3 PBr 2 [28], POCl 3 / DMAP/Et 3 N [29], or PPh 3 /BnN 3 /microwave (Staudinger's phosphazene) [30] systems was found to be effective for the esterification. The hypervalent iodine reagents could be utilized in coupling reactions [31,32]. The combination of PPh 3 and trichloroisocyanuric acid was also effective [33].…”
Section: Synthesis Of Carboxylic Acid Esters Using Carboxylic Acids Amentioning
confidence: 99%