Photoredox propargylation of aldehydes catalytic in titanium

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Abstract

A practical and effective photoredox propargylation of aldehydes promoted by 10 mol % of [Cp2TiCl2] is presented. No stoichiometric metals or scavengers are used for the process. A catalytic amount of the cheap and simply prepared organic dye 3DPAFIPN is used as the reductant for titanium. The reaction displayed a broad scope, and no traces of allenyl isomers were detected for simple propargyl bromide, whereas mixtures of propargyl and allenyl isomers were observed for substituted propargyl bromides.

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Calogero, F., Gualandi, A., Di Matteo, M., Potenti, S., Fermi, A., Bergamini, G., & Cozzi, P. G. (2021). Photoredox propargylation of aldehydes catalytic in titanium. Journal of Organic Chemistry, 86(9), 7002–7009. https://doi.org/10.1021/acs.joc.1c00521

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