1031773-06-4Relevant articles and documents
One-pot, three-component synthesis of 7H-[1,3,4]thiadiazolo[3,2-fl] pyridines from 2-phenacyl-[1,3,4]thiadiazole derivatives and arylmethylene-cyanoacetic acid derivatives
Hashmi, Imran Ali,Frey, Wolfgang,Ivanov, Ivo C.,Kantlehner, Willi
, p. 1298 - 1304 (2008/10/09)
Generally, arylmethylene-cyanoacetic acid derivatives react with enols and aromatic or heteroaromatic hydroxy compounds to afford 2-amino-4H-pyran derivatives of type 6. In contrast, a ring closure with the nitrogen atom of the thiadiazole ring occurs when 2-phenacyl-1,3,4-thiadiazoles (1a-d) act on derivatives of arylmethylene-cyanoacetic acid giving rise to the formation of 777-[1,3,4]thiazolo[3,2-a]pyridine derivatives 5a -r. The same products are obtained if 2-phenacyl-1,3,4thiadiazoles react with aromatic or heteroaromatic aldehydes and cyanoacetic acid derivatives. The constitution of the novel compounds 5 has been confirmed by an X-ray analysis of 5a.
