𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Selenium-Containing Heterocycles from Isoselenocyanates: Synthesis of 1,3-Selenazinane and 1,3-Selenazinanone Derivatives

✍ Scribed by Geoffroy L. Sommen; Anthony Linden; Heinz Heimgartner

Publisher
John Wiley and Sons
Year
2007
Tongue
German
Weight
174 KB
Volume
90
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

The reaction of the intermediate ketene N,Se‐hemiacetal 3, prepared from cyanomethylene derivatives 1 by treatment with Et~3~N and aryl isoselenocyanates 2, with bis‐electrophiles 6, 7, 9, and 11 in DMF affords tetrahydro‐1__H__‐1,3‐selenazine (=1,3‐selenazinane) derivatives 8, 10, and 12 in good yield (Scheme 2 and Tables 1–3). Chemical and spectroscopic evidence for the structures of the new compounds are described. The structures of 8d and 12e are established by X‐ray crystallography (Figs. 1 and 2).

📜 SIMILAR VOLUMES

Selenium-Containing Heterocycles From Is
Selenium-Containing Heterocycles From Isoselenocyanates: Synthesis of1,3-Selenazolidine and Perhydro-1,3-selenazine Derivatives
✍ Geoffroy L. Sommen; Anthony Linden; Heinz Heimgartner 📂 Article 📅 2005 🏛 John Wiley and Sons 🌐 English ⚖ 179 KB 👁 1 views

## Abstract Treatment of ω‐halo alkylamines **9** and **10** with aryl and alkyl isoselenocyanates **6a**–**g** in the presence of triethylamine in dichloromethane gave the corresponding 1,3‐selenazolidines **11a**–**g** and perhydro‐1,3‐selenazines **12a**–**g**, respectively, in good to excellent