34916-57-9Relevant academic research and scientific papers
S,C-sulfonium ylides from thiophenes: Potential carbene precursors
Stoffregen, Stacey A.,Heying, Melanie,Jenks, William S.
, p. 15746 - 15747 (2008/09/19)
Photolysis of S,C-sulfonium ylides derived from thioanisol, thiophene, benzothiophene, or dibenzothiophene provides products deriving from dicarbomethoxycarbene. In methanol, no rearrangement of the carbene to the ketene derivative is observed. Formation of dibenzothiophene and benzothiophene is quantitative. For the thiophene-based ylide, insertion of the carbene into the α-CH bond of thiophene is observed. Evidence is presented that supports formation of both singlet and triplet carbene. Copyright
Intermolecular cyclopropanation versus CH insertion in Rh(II)-catalyzed carbenoid reactions
Müller, Paul,Tohill, Sarah
, p. 1725 - 1731 (2007/10/03)
The product ratio of intermolecular insertion and cyclopropanation in transition metal-catalyzed diazo decompositions depends strongly upon the metal, its ligands and upon the substituents of the diazo compound. Ethyl diazoacetate (2a) reacts with cyclohexene (1) almost exclusively by cyclopropanation. However, diazomalonate (2d) and methyl 2-diazophenylacetate (2e) in the presence of Rh(II) catalysts exhibit a marked tendency towards allylic CH insertion. With 1,4-cyclohexadiene (6), methyl 2- diazophenylacetate (2e) in the presence of chiral Rh(II) catalysts affords the allylic insertion product 7 in almost quantitative yield and with up to 74% ee. (C) 2000 Elsevier Science Ltd.
THE EFFECTS OF DIFFERENT COPPER (AND SOME OTHER) CATALYSTS ON THE CONVERSION OF TRIPHENYL- AND TETRAPHENYL-DIAZOCYCLOPENTADIENES AND OF SOME PHENYLIODONIUM αα'-DICARBONYLYLIDES INTO ARSONIUM AND OTHER YLIDES
Hood, J. Nicholas C.,Lloyd, Douglas,MacDonald, William A.,Shepherd, T. Maurice
, p. 3355 - 3358 (2007/10/02)
Diazo-compounds or iodonium ylides may be converted into arsonium and other ylides when heated in solution with triphenylarsine or other suitable carbene (or carbenoid) acceptor, and with a suitable Cu derivative present.The effects of using different copper complexes and salts are described and discussed.Other metal derivatives were for the most part ineffetive as catalysts.
