Straightforward Synthesis of Highly Functionalized Indanes and Tetralines through Ene-Cyclopropene Rearrangement Mediated by Ruthenium.

Autor:	Puet A; Department of Chemistry and Biochemistry Facultad de Farmacia, Universidad San Pablo-CEU, CEU Universities Urbanización Montepríncipe, 28660 Boadilla del Monte, Madrid, Spain., Domínguez G; Department of Chemistry and Biochemistry Facultad de Farmacia, Universidad San Pablo-CEU, CEU Universities Urbanización Montepríncipe, 28660 Boadilla del Monte, Madrid, Spain., Pérez-Castells J; Department of Chemistry and Biochemistry Facultad de Farmacia, Universidad San Pablo-CEU, CEU Universities Urbanización Montepríncipe, 28660 Boadilla del Monte, Madrid, Spain.
Jazyk:	angličtina
Zdroj:	The Journal of organic chemistry [J Org Chem] 2022 Mar 04; Vol. 87 (5), pp. 2686-2696. Date of Electronic Publication: 2022 Feb 04.
DOI:	10.1021/acs.joc.1c02636
Abstrakt:	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.
Databáze:	MEDLINE
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