7242-17-3Relevant articles and documents
The application of N,N′dibromo-N,N′-1,2-ethanediyl bis(P-toluenesulfonamide) as a powerful reagent for conversion of carboxylic acids into esters and amides with triphenylphosphine
Khazaei, Ardeshir,Mallakpour, Shadpour,Zolfigol, Mohammad Ali,Ghorbani-Vaghei, Ramin,Kolvari, Eskandar
, p. 1715 - 1721 (2007/10/03)
In the presence of equivalent amounts of triphenylphenylphosphine and N,N′-dibromo-N,N′-1,2-ethanediylbis(p-toluenesulphonamide) ester and amide compounds can be generated in high yields from the corresponding carboxylic acid and alcohols or amines.
Generation and Reactions of Novel Copper Carbenoids through a Stoichiometric Reaction of Copper Metal with gem-Dichlorides in Dimethyl Sulfoxide
Tezuka, Yasuyuki,Hashimoto, Akio,Ushizaka, Koh,Imai, Kiyokazu
, p. 329 - 333 (2007/10/02)
Copper metal and such gem-dichlorides as α,α-dichloro acid esters, 1a-e, diphenyldichloromethane, 2, benzal chloride, 3, 1,1-dichloro-2-butene, 5, and carbon tetrachloride, 6, were found to produce copper carbenoid intermediates via α,α-elimination of dichlorides along with the formation of CuCl2(DMSO)2.Thus, 1 and 2 gave substituted olefins via a carbenoid coupling reaction.From 5 and 6, reaction products via the oxygen abstraction from DMSO were produced together with dimethyl sulfide; 3 and 4 were found to cause both types of reactions.The carbenoid intermediates formed from 1 did not cause cyclopropanation reaction with cyclohexene in contrast to the conventional carbalkoxy carbenoid generated by a decomposition reaction of ethyl diazoacetate.Also the carbenoid coupling reaction was completely inhibited by the addition of triphenylphosphine, which was contrastive to the formation of phosphonium ylide with a carbenoid from ethyl diazoacetate.