Cross-coupling of (Z)-1,2-bis(ethylseleno)ethene with the Grignard reagents
The nickel-catalyzed cross-coupling of (Z)-1,2-bis(ethylseleno)ethene with the alkyl magnesium bromides proceeds with substitution of both ethylseleno groups to afford symmetrical alkenes, (Z)-RCH=CHR, in high yield with complete retention of configuratio
Martynov, Alexander V.,Potapov, Vladimir A.,Amosova, Svetlana V.,Makhaeva, Nataliya A.,Beletskaya, Irina P.,Hevesi, Laszlo
Palladium(0)-catalysed Coupling of Organozinc Reagents with (E)- or (Z)-2-Halo-1-alkylselanylethenes
Stereoselective cross-coupling of organozinc reagents with (E)-2-iodo- or (Z)-2-bromo-1-alkylselanylethenes in the presence of a catalycic amount of Pd(PPh3)4 is accomplished.
SYNTHESIS OF VINYLIC SELENIDES AND TELLURIDES BY THE ADDITION OF ALKANESELENOLATE AND -TELLUROLATE ANIONS TO ACETYLENES
Alkaneselenolate and -tellurolate anions, which are generated from dialkyl dichalcogenides in the system potassium hydroxide-hydrazine hydrate-dimethyl sulfoxide-water, add to acetylene and phenylacetylene to give alkyl vinyl chalcogenides and (Z)-alkyl s
Potapov, Vladimir A.,Amosova, Svetlana V.
p. 277 - 280
(2007/10/02)
NUCLEOPHILIC VINYLIC SUBSTITUTIONS ON UNACTIVATED SUBSTRATES. THE BEHAVIOUR OF STYRYL ALKYL SULPHIDES AND SELENIDES TOWARDS SULPHUR AND SELENIUM NUCLEOPHILES
Sodium alkanethiolates or lithium methyl selenide react with styryl alkyl sulphides and selenides, in DMF at 100 deg C, to give the products of vinylic or aliphatic substitution.The two nucleophilic reagents are extremely selective.In the case of RSNa the
Testaferri, L.,Tiecco, M.,Tingoli, M.,Chianelli, D.
p. 1401 - 1408
(2007/10/02)
VINYL SELENIDE ANIONS. NEW SYNTHESIS OF VINYL ALKYL SELENIDES
Vinyl selenide anions, generated in DMF at 100 deg C, maintain the configuration of the vinyl methyl selenides from which they are produced by demethylation.This property has been used to effect an efficient three steps one pot stereospecific synthesis of vinyl alkyl selenides from unactivated vinyl halides.
Tiecco, M.,Testaferri, L.,Tingoli, M.,Chianelli, D.,Montanucci, M.
p. 2225 - 2228
(2007/10/02)
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