“On water” catalytic enantioselective sulfenylation of deconjugated butyrolactams was written by Singha Roy, Soumya Jyoti;Mukherjee, Santanu. And the article was included in Organic & Biomolecular Chemistry in 2017.Computed Properties of C14H9NO2S This article mentions the following:
In the presence of phthalazine-linked quinidine or quinine dimers, deconjugated γ-butenolactams such as racemic I (R = H) underwent enantioselective arylsulfenylation and phenylselenenylation reactions with arylthio- and phenylselenosuccinimides in tert-butylbenzene/water mixtures to yield nonracemic α-arylthio- and α-phenylselenenobutenolactams such as I (R = PhS, PhSe) in 56-94% yields and in 47->96% ee; a lactam with an α-iso-Pr substituent and benzylthiol- and cyclohexanethiol-derived succinimides did not yield sulfenylation products. Oxidation and rearrangement of I (R = PhSe) yielded a nonracemic γ-hydroxybutenolactam by formal γ-hydroxylation; the selenylation and hydroxylation reactions were performed in tandem. The structures of I (R = PhS, PhSe) and of the oxidation and rearrangement product of I (R = PhSe) were determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Computed Properties of C14H9NO2S).
2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Computed Properties of 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