Literature DB >> 30073222

Visible-light photocatalyzed oxidative decarboxylation of oxamic acids: a green route to urethanes and ureas.

Govind Goroba Pawar1, Frédéric Robert, Etienne Grau, Henri Cramail, Yannick Landais.   

Abstract

A sustainable metal-free route to urethanes and ureas based on a photocatalyzed oxidative decarboxylation of oxamic acids is described. The reaction includes in situ generation of an isocyanate from the oxamic acid, using an organic dye as a photocatalyst, a hypervalent iodine reagent as an oxidant and a light source, which trigger the free-radical decarboxylation. This protocol successfully avoids the isolation, purification and storage of carcinogenic isocyanates and allows elaboration of urethanes and ureas in a one-pot process from commercially available sources.

Entities:  

Year:  2018        PMID: 30073222     DOI: 10.1039/c8cc05462b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

1.  Mechanistic dichotomy in the solvent dependent access to E vs. Z-allylic amines via decarboxylative vinylation of amino acids.

Authors:  Samir Manna; Shunta Kakumachi; Kanak Kanti Das; Youichi Tsuchiya; Chihaya Adachi; Santanu Panda
Journal:  Chem Sci       Date:  2022-07-21       Impact factor: 9.969

2.  B-N/B-H Transborylation: borane-catalysed nitrile hydroboration.

Authors:  Filip Meger; Alexander C W Kwok; Franziska Gilch; Dominic R Willcox; Alex J Hendy; Kieran Nicholson; Andrew D Bage; Thomas Langer; Thomas A Hunt; Stephen P Thomas
Journal:  Beilstein J Org Chem       Date:  2022-09-26       Impact factor: 2.544

3.  Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions.

Authors:  Hideyasu China; Nami Kageyama; Hotaka Yatabe; Naoko Takenaga; Toshifumi Dohi
Journal:  Molecules       Date:  2021-03-27       Impact factor: 4.411

  3 in total

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