Accessing highly functionalized cyclopentanoids via a cascade palladation approach: unprecedented benzylic C-H activation towards cyclopentenoindanes.
P V SanthiniA S SmrithyC P Irfana JesinSunil VarugheseJubi JohnKokkuvayil Vasu RadhakrishnanPublished in: Chemical communications (Cambridge, England) (2018)
A Pd-catalyzed synthesis of 3,4,5-trisubstituted cyclopentenes from diazabicyclic olefins and o-iodobenzoates has been developed. The hitherto unknown cascade process involves three stages: carbopalladation, oxypalladation and a Tsuji-Trost reaction. We have also developed a facile route involving a novel benzylic C-H activation towards cyclopentenoindane moieties.