Boron-Catalyzed Arylthiooxygenation of N-Allylamides: Synthesis of (Arylsulfanyl)oxazolines was written by Yu, Jipan;Tian, Hua;Gao, Chang;Yang, Haijun;Jiang, Yuyang;Fu, Hua. And the article was included in Synlett in 2015.COA of Formula: C14H9NO2S This article mentions the following:
Oxazoles and aryl sulfides are chem. entities that are found in many natural products and biol. and pharmaceutically active mols. It is therefore highly desirable to develop an efficient and practical approach to the synthesis of arylthio-substituted oxazolines. The authors developed a simple and efficient method for boron-catalyzed sequential arylsulfanylation and oxygenation of N-allylamides. The protocol uses readily available 1-(arylthio)pyrrolidine-2,5-diones as the arylsulfanylation reagents and inexpensive boron trifluoride etherate as the catalyst; no ligands or additives are required, and it is not necessary to purge the reaction vessel of air. The method therefore provides an efficient and practical strategy for the synthesis of arylthio-substituted heterocycles. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4COA of Formula: C14H9NO2S).
2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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.COA of Formula: C14H9NO2S
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles