Oxidative C-O Cross-Coupling of 1,3-Dicarbonyl Compounds and Their Heteroanalogues with N-Substituted Hydroxamic Acids and N-Hydroxyimides was written by Terent’ev, Alexander O.;Krylov, Igor B.;Timofeev, Vladimir P.;Starikova, Zoya A.;Merkulova, Valentina M.;Ilovaisky, Alexey I.;Nikishin, Gennady I.. And the article was included in Advanced Synthesis & Catalysis in 2013.Application of 1538551-54-0 This article mentions the following:
The oxidative C-O cross-coupling of 1,3-dicarbonyl compounds and their heteroanalogs (2-substituted malononitriles and cyanoacetic esters) with N-substituted hydroxamic acids and N-hydroxyimides was realized. The best results were obtained with the use of manganese(III) acetate [Mn(OAc)3] or the cobalt(II) acetate catalyst [Co(OAc)2]/potassium permanganate [KMnO4] system as the oxidant. E.g., in presence of [Co(OAc)2]/potassium permanganate, cross-coupling of BuCH(COMe)2 and N-hydroxyphthalimide gave 77% I. The synthesis can be scaled up to gram quantities of coupling products; yields are 30-94%. The reaction proceeds via a radical mechanism through the formation of nitroxyl radicals from N-substituted hydroxamic acids and N-hydroxyimides. In the experiment, the researchers used many compounds, for example, 1,3-Dioxoisoindolin-2-yl butyrate (cas: 1538551-54-0Application of 1538551-54-0).
1,3-Dioxoisoindolin-2-yl butyrate (cas: 1538551-54-0) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application of 1538551-54-0
Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles