Straightforward Synthesis of Highly Functionalized Indanes and Tetralines through Ene-Cyclopropene Rearrangement Mediated by Ruthenium.
Alejandro PuetGema DomínguezJavier Pérez CastellsPublished in: The Journal of organic chemistry (2022)
Ene-cyclopropenes give functionalized indanes and tetralines in the presence of ruthenium dimeric catalysts. This reaction involves the cyclopropene opening by the metal catalysts with a different regioselectivity respective to gold chlorides and produces totally different products than when using semisandwich ruthenium complexes. Here, the process leads to a bridged 7-oxanorbornene-type intermediate that is converted into a functionalized aromatic ring through deoxygenative aromatization. Alternative reaction pathways occur with substrates with no possible aromatization.