Furan ring recyclization in 2-furfurylthieno[2,3-b]pyridines: An intramolecular N-alkylation of pyrrole ring under acid conditions

✍ Scribed by Darya Yu. Kosulina; Vladimir K. Vasilin; Tatyana A. Stroganova; Tatyana Ya. Kaklyugina; Gennady D. Krapivin

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2010
• Tongue: English
• Weight: 110 KB
• Volume: 47
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.311

✦ Synopsis

Abstract

magnified image The preparation of new 3‐amino‐2‐furfurylthieno[2,3‐b]pyridines (1a, 1b, 69–80%) is described. Subsequent acidic rearrangement of 1a, 1b afforded two new annulated heterocyclic products, 5a, 5b, pyrrolothieno[2,3‐b]pyridines (45–74%), and 6, pyridothieno[2,3‐b]pyrrolizine (22%), depending on reaction conditions. J. Heterocyclic Chem., (2010).