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The mechanism of formation of 3H,9H-Pyrano[3,4-b]indol-3-ones from 3-indolalkanoic acids

✍ Scribed by Medio-Simon, Mercedes ;Erfanian-Abdoust, Houshang ;Pindur, Ulf


Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
186 KB
Volume
1991
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

The mechanism of the formation of 1‐methyl‐3__H__,9__H__‐pyrano[3,4‐b]indol‐3‐one (4) from the corresponding 3‐indolacetic acid 1 is discussed. The suggested mechanism is substantiated by the isolation of a stable intermediate 2 and its transformations in the presence of acetic anhydride and/or Lewis acids.


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Synthesis of Pyrano[3,2-b]indole Derivat
✍ Yann Davion; Benoît Joseph; Valérie Bénéteau; Jean-Michel Léger; Christian Jarry 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 German ⚖ 199 KB

## Abstract Pyrano[3,2‐__b__]indole derivatives **2**–**6** were synthesized in good yields from 1‐acetyl‐2‐benzylidene‐2,3‐dihydro‐1__H__‐indol‐3‐ones **8** and **13**–**15** by an intramolecular hetero‐__DielsAlder__ reaction. The structures of compounds **2a, 3a, 4, 5**, and **6** were unambigu