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.
Photoredox propargylation of aldehydes catalytic in titanium / F. Calogero, A. Gualandi, M. Di Matteo, S. Potenti, A. Fermi, G. Bergamini, P.G. Cozzi. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 86:9(2021 May 07), pp. 7002-7009. [10.1021/acs.joc.1c00521]
Photoredox propargylation of aldehydes catalytic in titanium
F. CalogeroPrimo
;S. Potenti;
2021
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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