2026-04-17T12:10:25Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/38662021-11-10T09:38:24Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594

Straightforward Synthesis of Dihydrobenzo[a]fluorenes through Au(I)-Catalyzed Formal [3 + 3] Cycloadditions García García, Patricia Rashid, Muhammad A. Sanjuán Cortázar, Ana María Fernández Rodríguez, Manuel A. Sanz Díez, Roberto Química orgánica Chemistry, Organic Dihydrobenzo[a]fluorene derivatives have been prepared by a formal intramolecular [3 + 3] cycloaddition of o-alkynylstyrenes bearing a secondary alkyl group at the β-position of the styrene moiety. The process, catalyzed by a cationic gold(I) complex, involves a 1,2-hydride migration as the key step. 6,11-Dihydro-5H-benzo[a]fluorenes could be obtained from the initially generated 6,6a-dihydro-5H-benzo[a]fluorenes by subsequent heating of the reaction mixture under gold(I) or Brønsted acid catalysis or directly by conducting the reactions at high temperature MICINN and FEDER (CTQ2010-15358 and CTQ2009-09949/BQU) and Junta de Castilla y Leon (BU021A09 and GR-172) for financial support. A.M.S. thanks Junta de Castilla y Leon (Consejeria de Educacion) and Fondo Social Europeo for a PIRTU contract. M.A.R. thanks MEC for a "Young Foreign Researchers" contract (SB2009-0186). P.G.-G. and M.A.F.-R. thank MICINN for "Juan de la Cierva" and "Ramon y Cajal" contracts This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/page/policy/articlesonrequest/index.html 2015-10-01T11:20:46Z 2015-10-01T11:20:46Z 2012-09 info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion 1523-7060 http://hdl.handle.net/10259/3866 10.1021/ol3020682 eng Organic Letters. 2012, V. 14, n. 8, p. 4778-4781 http://dx.doi.org/10.1021/ol3020682 info:eu-repo/grantAgreement/MEC/SB2009-0186 info:eu-repo/grantAgreement/FEDER/CTQ2010-15358 info:eu-repo/grantAgreement/FEDER/CTQ2009-09949/BQU info:eu-repo/grantAgreement/JCyL/BU021A09 info:eu-repo/grantAgreement/JCyL/BU021A09 info:eu-repo/grantAgreement/JCyL/GR-172 info:eu-repo/semantics/openAccess application/pdf American Chemical Society