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- Doyle–Kirmse_reaction abstract "The Doyle–Kirmse reaction is an organic reaction in which in the original scope an allyl sulfide reacts with trimethylsilyldiazomethane to form the homoallyl sulfide compound. The reaction was first reported by W. Kirmse in 1968 and modified by M.P. Doyle in 1981.Doyle-Kirmse reactionThe Kirmse protocol required a copper salt. The reaction type is nucleophilic addition of sulfur to a metal carbene formed from the diazoalkane followed by a Stevens-like rearrangement.Doyle expanded the scope of the reaction to include diazo compounds such as ethyl diazoacetate, allyl amines and allyl halides with rhodium catalysts such as Hexadecacarbonylhexarhodium. An example is the reaction of ethyl diazoacetate with allyl iodide:Doyle diazo compound reactionThe reaction can also be catalyzed by iron, palladium and silver Modifications using other carbenes are reported e.g. (2-furyl)carbenoids. With use of certain propargyl sulfides the reaction product is an allene.".
- Doyle–Kirmse_reaction thumbnail Doyle-Kirmse_reaction.svg?width=300.
- Doyle–Kirmse_reaction wikiPageID "32887042".
- Doyle–Kirmse_reaction wikiPageLength "3047".
- Doyle–Kirmse_reaction wikiPageOutDegree "20".
- Doyle–Kirmse_reaction wikiPageRevisionID "569334515".
- Doyle–Kirmse_reaction wikiPageWikiLink Allene.
- Doyle–Kirmse_reaction wikiPageWikiLink Allyl.
- Doyle–Kirmse_reaction wikiPageWikiLink Allyl_iodide.
- Doyle–Kirmse_reaction wikiPageWikiLink Category:Name_reactions.
- Doyle–Kirmse_reaction wikiPageWikiLink Diazo.
- Doyle–Kirmse_reaction wikiPageWikiLink Ethyl_diazoacetate.
- Doyle–Kirmse_reaction wikiPageWikiLink Hexadecacarbonylhexarhodium.
- Doyle–Kirmse_reaction wikiPageWikiLink Iron.
- Doyle–Kirmse_reaction wikiPageWikiLink Nucleophilic_addition.
- Doyle–Kirmse_reaction wikiPageWikiLink Organic_reaction.
- Doyle–Kirmse_reaction wikiPageWikiLink Palladium.
- Doyle–Kirmse_reaction wikiPageWikiLink Propargyl.
- Doyle–Kirmse_reaction wikiPageWikiLink Silver.
- Doyle–Kirmse_reaction wikiPageWikiLink Stevens_rearrangement.
- Doyle–Kirmse_reaction wikiPageWikiLink Sulfur.
- Doyle–Kirmse_reaction wikiPageWikiLink Thioether.
- Doyle–Kirmse_reaction wikiPageWikiLink Transition_metal_carbene_complex.
- Doyle–Kirmse_reaction wikiPageWikiLink Trimethylsilyldiazomethane.
- Doyle–Kirmse_reaction wikiPageWikiLink File:Doyle-Kirmse_reaction.svg.
- Doyle–Kirmse_reaction wikiPageWikiLink File:Doyle_diazo_compound_reaction.svg.
- Doyle–Kirmse_reaction wikiPageWikiLinkText "Doyle–Kirmse reaction".
- Doyle–Kirmse_reaction wikiPageUsesTemplate Template:Reflist.
- Doyle–Kirmse_reaction subject Category:Name_reactions.
- Doyle–Kirmse_reaction hypernym Reaction.
- Doyle–Kirmse_reaction type Disease.
- Doyle–Kirmse_reaction type Reaction.
- Doyle–Kirmse_reaction type Redirect.
- Doyle–Kirmse_reaction comment "The Doyle–Kirmse reaction is an organic reaction in which in the original scope an allyl sulfide reacts with trimethylsilyldiazomethane to form the homoallyl sulfide compound. The reaction was first reported by W. Kirmse in 1968 and modified by M.P. Doyle in 1981.Doyle-Kirmse reactionThe Kirmse protocol required a copper salt.".
- Doyle–Kirmse_reaction label "Doyle–Kirmse reaction".
- Doyle–Kirmse_reaction sameAs Q5303798.
- Doyle–Kirmse_reaction sameAs m.0h3xg8w.
- Doyle–Kirmse_reaction sameAs Q5303798.
- Doyle–Kirmse_reaction wasDerivedFrom Doyle–Kirmse_reaction?oldid=569334515.
- Doyle–Kirmse_reaction depiction Doyle-Kirmse_reaction.svg.
- Doyle–Kirmse_reaction isPrimaryTopicOf Doyle–Kirmse_reaction.