Photoredox Propargylation of Aldehydes Catalytic in Titanium

[Image: see text] A practical and effective photoredox propargylation of aldehydes promoted by 10 mol % of [Cp(2)TiCl(2)] 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 f...

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Autores principales: Calogero, Francesco, Gualandi, Andrea, Matteo, Marco Di, Potenti, Simone, Fermi, Andrea, Bergamini, Giacomo, Cozzi, Pier Giorgio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8279488/
https://www.ncbi.nlm.nih.gov/pubmed/33884879
http://dx.doi.org/10.1021/acs.joc.1c00521
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author Calogero, Francesco
Gualandi, Andrea
Matteo, Marco Di
Potenti, Simone
Fermi, Andrea
Bergamini, Giacomo
Cozzi, Pier Giorgio
author_facet Calogero, Francesco
Gualandi, Andrea
Matteo, Marco Di
Potenti, Simone
Fermi, Andrea
Bergamini, Giacomo
Cozzi, Pier Giorgio
author_sort Calogero, Francesco
collection PubMed
description [Image: see text] A practical and effective photoredox propargylation of aldehydes promoted by 10 mol % of [Cp(2)TiCl(2)] 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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spelling pubmed-82794882021-07-15 Photoredox Propargylation of Aldehydes Catalytic in Titanium Calogero, Francesco Gualandi, Andrea Matteo, Marco Di Potenti, Simone Fermi, Andrea Bergamini, Giacomo Cozzi, Pier Giorgio J Org Chem [Image: see text] A practical and effective photoredox propargylation of aldehydes promoted by 10 mol % of [Cp(2)TiCl(2)] 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. American Chemical Society 2021-04-22 2021-05-07 /pmc/articles/PMC8279488/ /pubmed/33884879 http://dx.doi.org/10.1021/acs.joc.1c00521 Text en © 2021 The Authors. Published by American Chemical Society Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Calogero, Francesco
Gualandi, Andrea
Matteo, Marco Di
Potenti, Simone
Fermi, Andrea
Bergamini, Giacomo
Cozzi, Pier Giorgio
Photoredox Propargylation of Aldehydes Catalytic in Titanium
title Photoredox Propargylation of Aldehydes Catalytic in Titanium
title_full Photoredox Propargylation of Aldehydes Catalytic in Titanium
title_fullStr Photoredox Propargylation of Aldehydes Catalytic in Titanium
title_full_unstemmed Photoredox Propargylation of Aldehydes Catalytic in Titanium
title_short Photoredox Propargylation of Aldehydes Catalytic in Titanium
title_sort photoredox propargylation of aldehydes catalytic in titanium
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8279488/
https://www.ncbi.nlm.nih.gov/pubmed/33884879
http://dx.doi.org/10.1021/acs.joc.1c00521
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