10.1021/jo501383v.s002 Hidenori Kinoshita Hidenori Kinoshita Nobuyoshi Hirai Nobuyoshi Hirai Katsukiyo Miura Katsukiyo Miura Diisobutylaluminum Hydride Promoted Cyclization of <i>o</i>‑(Trimethylsilylethynyl)styrenes to Indenes American Chemical Society 2014 intramolecular carboalumination R 1 R 3 alkenylaluminum alkynyl moiety benzofulvene reaction mixture 3Si R 2 trimethylsilyl Diisobutylaluminum Hydride Promoted Cyclization cyclization mechanism substrate benzaldehyde diisobutylaluminum hydride regioselective hydroalumination IndenesThe reaction isomerization 2014-09-05 00:00:00 Dataset https://acs.figshare.com/articles/dataset/Diisobutylaluminum_Hydride_Promoted_Cyclization_of_i_o_i_Trimethylsilylethynyl_styrenes_to_Indenes/2257435 The reaction of <i>o</i>-(trimethylsilylethynyl)­styrenes with diisobutylaluminum hydride (DIBAL-H) provides 2-trimethylsilyl-1<i>H</i>-indenes efficiently. The cyclization mechanism involves regioselective hydroalumination of the alkynyl moiety, geometrical isomerization of the alkenylaluminums formed, and intramolecular carboalumination. With substrates bearing a 2-(trimethylsilyl)­ethenyl group (R<sup>1</sup> = Me<sub>3</sub>Si, R<sup>2</sup> = R<sup>3</sup> = H), bis-silylated benzofulvenes are obtained upon treatment of the reaction mixture with an excess amount of benzaldehyde.