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Reaction between heterocyclic NH-acids and dibenzoylacetylene in the presence of triphenylphosphine. Simple synthesis of 1-(3-furyl)-1H-imidazole derivatives

✍ Scribed by Issa Yavari; Abdolali Alizadeh; Mohammad Anary-Abbasinejad

Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 168 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)02259-1

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✦ Synopsis

The reactive 1:1 intermediate obtained from the addition of triphenylphosphine to dibenzoylacetylene was trapped by heterocyclic NH-acids such as imidazole, 4-nitroimidazole, or 5-methyl-4-nitroimidazole to produce 2,3,5-trisubstituted furan derivatives. Using 2-benzoylimidazole or saccharin as NH-acids leads to enamino ketones. When benzotriazole was employed as NH-acid, both types of products, namely furan derivatives and enamino ketones, were obtained.

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