title: Indium triflate-catalysed Diels-Alder reactions of isochromenylium cations with enones.
abstract: In the presence of indium triflate, o-alkynylbenzaldehydes form isochromenylium cations that react with enones such as chalcones and diarylidineacetones to give 1,2-dihydronaphthalenes in moderate to good yields. The reaction proceeds via a rare type of Diels-Alder reaction in which both the diene (isochromenylium cation) and the dienophile (enone) are electron deficient.
authors: School of Chemistry, Bharathidasan University, Tiruchirappalli-620 024, Tamil Nadu, India.
authors: Thangavel
authors: T
authors: Selvi
authors: Kannupal
authors: K
authors: Srinivasan
mesh_terms: D000096:Acetone / Q000031:analogs & derivatives / Q000737:chemistry*; D001547:Benzaldehydes / Q000737:chemistry; D002384:Catalysis; D002412:Cations / Q000138:chemical synthesis / Q000737:chemistry; D047188:Chalcones / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008698:Mesylates / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D001547:Benzaldehydes; D002412:Cations; D047188:Chalcones; D008698:Mesylates; D009281:Naphthalenes; D009942:Organometallic Compounds; D000096:Acetone; C086079:1,2-dihydronaphthalene; C012077:trifluoromethanesulfonic acid