117926-67-7Relevant articles and documents
Rhodium-catalysed tetradehydro-Diels-Alder reactions of enediynes: Via a rhodium-stabilized cyclic allene
Thadkapally, Srinivas,Farshadfar, Kaveh,Drew, Melanie A.,Richardson, Christopher,Ariafard, Alireza,Pyne, Stephen G.,Hyland, Christopher J. T.
, p. 10945 - 10950 (2020)
Efficient methods for the synthesis of fused-aromatic rings is a critical endeavour in the creation of new pharmaceuticals and materials. A direct method for preparing these systems is the tetradehydro-Diels-Alder reaction, however this is limited by the need for harsh reaction conditions. A potential, but underdeveloped, route to these systems is via transition metal-catalysed cycloaromatisation of ene-diynes. Herein, tethered unconjugated enediynes have been shown to undergo a facile room-temperature RhI-catalysed intramolecular tetradehydro-Diels-Alder reaction to produce highly substituted isobenzofurans, isoindolines and an indane. Furthermore, experimental and computational studies suggest a novel mechanism involving an unprecedented and complex RhI/RhIII/RhI/RhIII redox cycle involving the formation of an unusual strained 7-membered rhodacyclic allene intermediate and a RhIII-stabilized 6-membered ring allene complex.
Ruthenium carbene mediated [2+2+2] cyclotrimerizations
Mallagaray, álvaro,Medina, Sandra,Domínguez, Gema,Pérez-Castells, Javier
supporting information; experimental part, p. 2114 - 2118 (2010/10/03)
Second-generation Grubbs catalyst and Hoveyda-Grubbs catalyst are able to catalyze both crossed [2+2+2] cyclotrimerization of diynes with alkynes and di- or trimerizations of diynes. Selection of the reaction conditions allows us to favor one particular p
