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2-Indanone undergoes TiCl4-Mg mediated coupling with CHBr3 to yield dibromomethyl carbinol. It reacts with 5,5-dimethyl-3-pyrazolidinone to yield 5,5-dimethyl-2-(1H-indenyl-2)-3-pyrazolidinone. On photolysis by 266-nm one-photon excitation yields o-xylylene. It was used as starting reagent in the synthesis of indene-fused porphyrins.
Timothy D.Lash; Breland E.Smith; Michael J.Melquist; Bradley A.Godfrey. Synthesis of indenoporphyrins, highly modified porphyrins with reduced diatropic characteristics. Journal of Organic Chemistry. 2011, 76, (13)5335-5345
Tu-Hsin Yan; Su-Haur Chang; Cheng-Ta Chang; Chia-Kuan Lin; Chien-Yu Liu. Bromoform activation. TiCl4-Mg-promoted CHBr2- and CBr3- transfer to a variety of aldehydes and ketones. Organic Letters. 2013, 15, (22)5802-5805