𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Cycloaddition Reactions of 2H-Benzo[b]thiete and Thiocarbonyl Compounds

✍ Scribed by Meier, Herbert ;Gröschl, Dieter ;Beckert, Rainer ;Weiß, Dieter

Book ID
102366000
Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
264 KB
Volume
1997
Category
Article
ISSN
0947-3440

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

2__H__‐Benzo[b]thiete (1) reacts in the o‐quinoid form 1′ with the cyclic trithiocarbonates 4 and 6a, b and with the thioketones 8, 10 and 12 in [8π + 2π] cycloaddition reactions to the spiro compounds 5, 7a, b, 9, 11a, b. Irrespective of the presence of CC double bonds, chemoselective and regioselective addition processes at the CS double bonds take place that lead to 4__H__‐1,3‐benzodithianes.

📜 SIMILAR VOLUMES

An alternative route to 2H-naphtho[1,2-b
An alternative route to 2H-naphtho[1,2-b]thiete and its cycloaddition products
✍ Norbert Rumpf; Dieter Gröschl; Herbert Meier; Daniela C. Oniciu; Alan R. Katritz 📂 Article 📅 1998 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 242 KB

## Abstract 2‐(1__H__‐Benzotriazol‐1‐ylmethyl)‐1‐naphthalenol (1) can be transformed in high yields to the corresponding thiol 4. Flash vacuum pyrolysis of 4 leads to 2__H__‐naphtho[1,2‐__b__]thiete (5). The benzotriazolyl group proved to be a good leaving group; however, a subsequent nitrogen extr