Novel reaction of the “huisgen zwitterion” with chalcones and dienones: an efficient strategy for the synthesis of pyrazoline and pyrazolopyridazine derivatives
Title | Novel reaction of the “huisgen zwitterion” with chalcones and dienones: an efficient strategy for the synthesis of pyrazoline and pyrazolopyridazine derivatives |
Publication Type | Journal Article |
Year of Publication | 2007 |
Authors | Nair, V, Biju, AT, Mathew, SC, Eringathodi, S |
Journal | Angewandte Chemie-International Edition |
Volume | 46 |
Issue | 12 |
Pagination | 2070–2073 |
Date Published | MAR |
Type of Article | Article |
Keywords | chalcones; nitrogen heterocycles; pyrazolines; synthetic methods; zwitterions |
Abstract | Two unexpected transformations: The reaction of the Huisgen zwitterion derived from triphenylphosphane and diisopropyl azodicarboxylate (DIAD) with chalcones affords functionalized pyrazolines. In contrast, the reaction with dienones affords pyrazolopyridazines, presumably by Diels–Alder reaction of the initially formed pyrazoline with excess DIAD (see scheme). |
DOI | 10.1002/anie.200604025 |
Funding Agency | Council of Scientific & Industrial Research (CSIR) - India |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 11.709 |
Divison category:
Organic Chemistry