Área de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Bañuelos s/n, 09001-Burgos, Spain.
Org Lett. 2012 Sep 21;14(18):4778-81. doi: 10.1021/ol3020682. Epub 2012 Aug 31.
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.
二氢苯并[a]芴衍生物通过在苯乙烯部分的β-位带有仲烷基的取代的o-炔基苯乙烯的分子内[3 + 3]环加成反应来制备。该过程在阳离子金（I）配合物的催化下进行，涉及 1,2-氢迁移作为关键步骤。最初生成的 6,6a-二氢-5H-苯并[a]芴可以通过随后在金（I）或布朗斯台德酸催化下或直接在高温下进行反应来加热反应混合物，得到 6,11-二氢-5H-苯并[a]芴。
