An optimized procedure for direct access to 1 H-indazole-3-carboxaldehyde derivatives by nitrosation of indoles

RSC Adv. 2018 Apr 9;8(24):13121-13128. doi: 10.1039/c8ra01546e.

Abstract

Indazole derivatives are currently drawing more and more attention in medicinal chemistry as kinase inhibitors. 1H-indazole-3-carboxaldehydes are key intermediates to access to a variety of polyfunctionalized 3-substituted indazoles. We report here a general access to this motif, based on the nitrosation of indoles in a slightly acidic environment. These very mild conditions allow the conversion of both electron-rich and electron-deficient indoles into 1H-indazole-3-carboxaldehydes.