1266386-38-2Relevant academic research and scientific papers
Iodoindazoles with Selective Magnesiation at Position 3: A Route to Highly Functionalized Indazoles
Lam, Bao Vy,Berhault, Yohann,Stiebing, Silvia,Fossey, Christine,Cailly, Thomas,Collot, Valérie,Fabis, Frédéric
, p. 4440 - 4446 (2016)
A unique route to highly functionalized indazoles is described. A regioselective magnesiation at position 3 of 4-, 5-, 6- and 7-iodo-2-THP-indazoles (THP=tetrahydropyranyl) has been developed using TMPMgClLiCl (TMP=2,2,6,6-tetramethylpiperidyl). The obtained magnesiate can be trapped by different electrophiles to introduce a wide range of functional groups including halogens, thioalkyls, alcohols, aldehydes, ketones, amides, or esters at position 3. Once this position is functionalized, the iodine atoms can be further reacted through metal-halogen exchange or cross-coupling strategies. Finally, N-substitution reactions allow the synthesis of a variety of highly functionalized indazoles giving access to these valuable scaffolds through a simple and unique route.
Pyridinium p-toluenesulfonate: A mild and efficient catalyst for the regioselective tetrahydropyranylation of indazole derivatives under solvent-free conditions
Thatipally, Suresh,Acharyulu, Palle V.R.,Dubey
experimental part, p. 451 - 454 (2011/11/01)
An efficient and regioselective tetrahydropyranyl (THP) protection on substituted 1H-indazoles in solution phase as well as under solvent-free conditions catalyzed by microwave irradiation in the presence of pyridinium p-toluenesulfonate (PPTS) as mild catalyst.
