6533b7d9fe1ef96bd126b9f2
RESEARCH PRODUCT
One-pot cross-enyne metathesis (CEYM)-Diels-Alder reaction of gem-difluoropropargylic alkynes.
Paula BelloGünter HaufeJavier MiróCarlos Del PozoMaría Sánchez-rosellóSantos Fusterosubject
organo-fluorineEthyleneDieneone-pot reactionDifluorideOrganic ChemistryMetathesisEnyne metathesisFull Research PaperCatalysislcsh:QD241-441chemistry.chemical_compoundChemistrychemistrylcsh:Organic chemistryDiels–AlderMoietyOrganic chemistrylcsh:Qcross metathesislcsh:Sciencepropargylic difluoridesDiels–Alder reactiondescription
Propargylic difluorides 1 were used as starting substrates in a combination of cross-enyne metathesis and Diels–Alder reactions. Thus, the reaction of 1 with ethylene in the presence of 2nd generation Hoveyda–Grubbs catalyst generates a diene moiety which in situ reacts with a wide variety of dienophiles giving rise to a small family of new fluorinated carbo- and heterocyclic derivatives in moderate to good yields. This is a complementary protocol to the one previously described by our research group, which involved the use of 1,7-octadiene as an internal source of ethylene.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2013-11-28 | Beilstein journal of organic chemistry |