Synthesis of 1,1-diheteroaryl ethylenes by a tandem Appel's dehydration/thermal rearrangement methodology

Citation
Kj. Lee et al., Synthesis of 1,1-diheteroaryl ethylenes by a tandem Appel's dehydration/thermal rearrangement methodology, B KOR CHEM, 20(3), 1999, pp. 341-344
Citations number
11
Categorie Soggetti
Chemistry
Journal title
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
ISSN journal
02532964 → ACNP
Volume
20
Issue
3
Year of publication
1999
Pages
341 - 344
Database
ISI
SICI code
0253-2964(19990320)20:3<341:SO1EBA>2.0.ZU;2-K
Abstract
The hydrazones of 2-acetylfuran, 2-acetylthiophene, and 2-acetylpyrrole, we re allowed to react with S-methylthioacetimidate hydroiodide (8) to give az inoureas 10, and the reaction of 10 with Appel's dehydration conditions (tr iphenylphosphine/carbon tetrachloride/triethylamine) led to the correspondi ng azinocarbodiimides 11, which underwent thermal rearrangement under the r eaction conditions to give 1,1-diheteroaryl ethylenes 13.