کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5214522 | 1383201 | 2015 | 12 صفحه PDF | دانلود رایگان |
The initial ring-opening of 3-nitrothiophene and further structural modifications lead to nitrobutadienic building-blocks whose synthetic usefulness in the field of heterocycles has been widely demonstrated. As a further example, the Michael addition of a hydrazone anion to the nitrovinyl moiety of nitrobutadienes generates 1,2-diazaheterocycles as the final result of an overall MIRC process. Depending on the nature of the substituents on the Michael-type acceptor and on the hydrazono nucleophile, an interesting dichotomy is observed that leads to either five-member or six-member N-heterocycles with complete selectivity. The results obtained appear to be both of mechanistic and synthetic interest e.g., in the field of heterocycles endowed with potential pharmacological/biological activity.
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Journal: Tetrahedron - Volume 71, Issue 40, 7 October 2015, Pages 7550–7561