129461-28-5Relevant academic research and scientific papers
Metal free coupling of heteroaryl N-tosylhydrazones and thiols: Efficient synthesis of sulfides
García-Carrillo, Mario Alfredo,Guzmán, ángel,Díaz, Eduardo
supporting information, p. 1952 - 1956 (2017/04/27)
A metal free coupling of heteroaromatic N-tosylhydrazones with thiols is presented. A convenient synthetic route to synthesize heteroaryl N-tosylhydrazones is also showed. Valuable thioethers with pyrroles, pyridines, thieno[2,3-b]pyridines, imidazo[1,2-a]pyridines, and 6H-thieno[2,3-b]pyrroles derivatives were synthesized in good yields. This coupling reaction can be carried out in a one-pot fashion and scaled up to the gram scale by using heteroaryl aldehydes, without the need to isolate the N-tosylhydrazone.
Vilsmeier-Haack reaction with succinamidals. A convenient synthesis of 5-chloropyrrole-2-carboxaldehydes and 5-chloropyrrole-2,4-dicarboxaldehydes
Guzman, Angel,Romero, Moises,Muchowski, Joseph M.
, p. 791 - 794 (2007/10/02)
It is shown that the reaction of N-alkylsuccinamidals (2) with Vilsmeier-Haack reagent derived from DMF and phosphorus oxychloride can be controlled to preferentially produce either 5-chloropyrrole-2-carboxaldehydes (8) or 5-chloropyrrole-2,4-dicarboxalde
