Alkynylthioimidazolium Salts: Efficient Reagents for the Synthesis of Alkynyl Sulfides by Electrophilic Thioalkynylation
The efficient synthesis of a series of alkynylthioimidazolium salts through reaction of organozinc compounds with dibromo(imidazolium)sulfuranes is reported. Addition of Grignard reagents to these new species provided a highly modular, clean, and scalable access to a broad variety of alkynyl sulfides in good-to-excellent yields. The utility of this protocol was showcased by the preparation of alkynyl sulfides, which are particularly difficult to obtain or simply unavailable through the existing methodologies. In addition, the synthetic method was extended to the preparation of alkynyl selenides.
Pe?a, Javier,Talavera, Garazi,Waldecker, Bernd,Alcarazo, Manuel
p. 75 - 78
(2017/01/09)
Synthesis Based on Electrophilic Selenium Reagents and Acetylenes
Reactions of dicyanodiselenide, selenenyl chlorides and bromides with acetylenes and some further transformations of obtained products have been studied.
Potapov, Vladimir A.,Amosova, Svetlana V.,Petrov, Boris V.
p. 587 - 590
(2007/10/03)
REACTION OF DIALKYL DISELENIDES WITH PHENYLACETYLENE UNDER CONDITIONS OF PHASE-TRANSFER CATALYSIS
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Potapov, V. A.,Amosova, S. V.,Khangurov, A. V.
p. 2285
(2007/10/02)
REACTIONS OF CHALCOGENS WITH ACETYLENES. VI. REACTIONS OF CHALCOGENS WITH PHENYLACETYLENE AND ALKYL HALIDES
A method was developed for the production of alkyl phenylethynyl selenide with yields of up to 70percent on the basis of an investigation into the reaction of chalcogens with phenylacetylene and alkyl halides in the superbasic potassium hydroxide-hexamethylphosphorotriamide system.
Potapov, V. A.,Amosova, S. V.,Kashik, A. S.,Gusarova, N. K.,Trofimov, B. A.
p. 2057 - 2062
(2007/10/02)
REACTIONS OF SELENIUM AND TELLURIUM METALS WITH PHENYLACETYLENE IN THREE-PHASE CATALYTICAL SYSTEMS
Compounds 2, 6a-d, 7, 8 were prepared in three-phase catalytical systems using selenium and tellurium metals as one phase.A radical anion chain mechanism is proposed in the reaction of tellurium metal with phenylacetylene.
Potapov, V. A.,Amosova, S. V.,Kashik, A. S.
p. 613 - 616
(2007/10/02)
THE FACILE DESELENATION OF ACETYLENIC SELENIDES
Acetylenic selenides react rapidly with m-chloroperbenzoic acid in a mixture of tetrahydrofuran-water.Treatment of the reaction mixture with 1N sodium hydroxide leads to the corresponding terminal acetylenes in high yield.
Comasseto, Joao V.,Silveira, Claudio C.,Ferreira, Jose T. B.,Catani, Valdomiro
p. 283 - 290
(2007/10/02)
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