Condition-Driven Selective Syntheses of Dialkyl Diselenides Involving Elemental Selenium and Sodium Borohydride
作者:Alain Krief、Michel Derock
DOI:10.1055/s-2005-864814
日期:——
Dialkyl diselenides have been prepared from alkyl halides, sodium borohydride and elemental selenium using two different methods. One of them involves the intermediate formation of diselenide dianion equivalent (-SeSe-).
Sodium borohydride in DMF is able to reduce elemental selenium in the presence of ethanol. Alkylation of the species resulting from the reaction of 2:1 molar equivalents of NaBH4/Se allows the selective synthesis, under very mild conditions, of symmetrical dialkyl selenides. Addition of formic acid, prior to that of the electrophile, permits the synthesis of the corresponding selenols.
Lapkin,I.I.; Pavlova,N.N., Journal of Organic Chemistry USSR (English Translation), 1968, vol. 4, p. 782 - 783
作者:Lapkin,I.I.、Pavlova,N.N.
DOI:——
日期:——
Zinc-Mediated Synthesis of Tertiary Alkyl Selenides from Tertiary Alkyl Halides
作者:Alain Krief、Michel Derock、Damien Lacroix
DOI:10.1055/s-2005-918933
日期:——
Diorganyl selenides are efficiently synthesized from tertiaryalkyl halides, selenols or selenolates and zinc dibromide as well as from diselenides in the presence of zinc.
二有机硒化物由叔烷基卤化物、硒醇或硒化物和二溴化锌以及在锌存在下由二硒化物有效合成。
v.Braun; Teuffert; Weissbach, Justus Liebigs Annalen der Chemie, 1929, vol. 472, p. 131