Showing papers by "Lambert Brandsma published in 1981"
TL;DR: In this article, the dianion of phenylacetylene was used to obtain the o -halogenophenylacetylenes of iodine, bromine, and hexachloroethane.
23 citations
TL;DR: In this article, the reaction of lithium phenylacetylide with the complex BuLi-ButOK in a mixture of tetrahydrofuran and hexane leads to the ortho-metallated PDE, and subsequent addition of methyl iodide, dimethyl disulphide, trimethylchlorosilane, and selenium gives the corresponding orthosubstituted PDEs.
Abstract: Reaction of lithium phenylacetylide with the complex BuLi–ButOK in a mixture of tetrahydrofuran and hexane leads to the ortho-metallated phenylacetylide; subsequent addition of methyl iodide, dimethyl disulphide, trimethylchlorosilane, and selenium gives the corresponding ortho-substituted phenylacetylenes and benzoselenophen.
21 citations
TL;DR: In this paper, a mixture of α-allenic aldehydes and allenyl trimethylsilyl ketones is generated by 1,4-elimination of methanol from 1-trimethyl-Silyloxy-4-methoxy-2-alkynes with tert-butyllithium.
17 citations
17 citations
TL;DR: In this paper, the reaction of 1-(chloromethylthio)-1-alkynes (RCCSCH2Cl, R alkyl or phenyl) with an alkali metal sulfide, selenide or telluride gives 4-substituted 1,3-dithioles together with the corresponding 1, 3-thiaselenoles and 1.3-thiatelluroles in good yields.
Abstract: Reaction of 1-(chloromethylthio)-1-alkynes (RCCSCH2Cl, R alkyl or phenyl) with an alkali metal sulfide, selenide or telluride gives 4-substituted 1,3-dithioles together with the corresponding 1,3-thiaselenoles and 1,3-thiatelluroles in good yields. The compounds RCCSCH2Cl can be obtained either from lithium alkynethiolates (RCCSLi) and BrCH2Cl or from alkynyllithium (RCCLi) and chloromethyl thiocyanates (ClCH2SCN).
TL;DR: A modified synthetic route to 1,2,3-butatrienyl ethers was presented in this article, which involves hydroxyalkylation of 2-propynyl ether with an aldehyde or a ketone, followed by trimethylsilylation of the hydroxy ether 1 and 1,4-elimination of Me3SiOH from 2 with ethyllithium.
Abstract: A modified synthetic route to 1,2,3-butatrienyl ethers 3 is presented. It involves hydroxyalkylation of 2-propynyl ethers with an aldehyde or a ketone, followed by trimethylsilylation of the hydroxy ether 1 and 1,4-elimination of Me3SiOH from 2 with ethyllithium.