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

Kosulina Darya Yu. | Zendy; Vasilin Vladimir K. | Zendy; Stroganova Tatyana A. | Zendy; Kaklyugina Tatyana Ya. | Zendy; Krapivin Gennady D. | Zendy

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

Author(s) -

Kosulina Darya Yu.,

Vasilin Vladimir K.,

Stroganova Tatyana A.,

Kaklyugina Tatyana Ya.,

Krapivin Gennady D.

Publication year - 2010

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.311

Subject(s) - chemistry , furan , ring (chemistry) , pyrrole , intramolecular force , alkylation , medicinal chemistry , stereochemistry , organic chemistry , catalysis

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).

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