Abstract
| - With the goal of their exploitation for the synthesis of heterocycles, sulfides 10 and sulfones 11, derivedfrom the initial ring-opening of 2-nitrothiophene (5) with pyrrolidine/AgNO3 in EtOH, were reactedwith diazomethane. Interesting dichotomic behavior was found to yield pyrazolines 17 from 10 andisoxazolines 18 (as the main products) from 11. Intriguingly enough, in the latter case, an unexpectedapparent C−C methylene insertion was also observed, leading to the homologous cyclopropanes 19 assecondary products.
|