Azocine derivatives. I. Synthesis of 1-benzazocin-6-one derivatives by direct cyclization was written by Proctor, G. R.;Ross, W. I.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1972.SDS of cas: 5388-42-1 This article mentions the following:
Treatment of o-MeO2CC6H4NHSO2C6H4Me-p with Br(CH2)4CO2Et followed by NaH in DMF gave Et 1,2,3,4,5, 6-hexahydro-6-oxo-N-(p-tolylsulfonyl)-1-benzazocine-5-carboxylate (I, R = CO2Et) by Dieckmann cyclization. Acid hydrolysis of I (R = CO2Et) gave 2,3,4,6-tetrahydro-N-(p-tolylsulfonyl)-1-benzazocin-6(1H)-one (I, R = H) in 30% overall yield. NaBH4 reduction of I (R = H) gave the corresponding alc., which with Na-liquid NH3 gave 1,2,3,4,5,6-hexahydro-1-benzazocin-6-ol. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1SDS of cas: 5388-42-1).
2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.SDS of cas: 5388-42-1
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