In prosecution of the synthetic exploitation of nitrobutadienes deriving from the initial ring-opening of nitrothiophenes, their multifaceted behavior finds a further clear-cut example in their Michael-type acceptor reactivity toward the anions of a-oxohydrazones. Thus, depending on the starting diene, new poly-functionalized pyrazoles are obtained. Furthermore, most interestingly, in one occasion a dichotomy has been observed, depending on the nature of the Michael-type donor, leading with complete selectivity to either 5-member or 6-member N-heterocycles. The outcome encompasses motifs for both mechanistic and synthetic interest, for example, in the field of heterocycles endowed with possible pharmacological/biological activity.
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Titolo: | Highly-substituted pyrazoles and pyridazines by MIRC reactions of hydrazone anions and nitrobutadienic fragments |
Autori: | |
Data di pubblicazione: | 2012 |
Rivista: | |
Abstract: | In prosecution of the synthetic exploitation of nitrobutadienes deriving from the initial ring-opening of nitrothiophenes, their multifaceted behavior finds a further clear-cut example in their Michael-type acceptor reactivity toward the anions of a-oxohydrazones. Thus, depending on the starting diene, new poly-functionalized pyrazoles are obtained. Furthermore, most interestingly, in one occasion a dichotomy has been observed, depending on the nature of the Michael-type donor, leading with complete selectivity to either 5-member or 6-member N-heterocycles. The outcome encompasses motifs for both mechanistic and synthetic interest, for example, in the field of heterocycles endowed with possible pharmacological/biological activity. |
Handle: | http://hdl.handle.net/11567/534318 |
Appare nelle tipologie: | 01.01 - Articolo su rivista |