Transition metal-catalyzed synthesis of pyrroles from dienyl azides

…, JE Redford, BJ Stokes, AL Pumphrey, TG Driver

Index: Dong, Huijun; Shen, Meihua; Redford, Joanne E.; Stokes, Benjamin J.; Pumphrey, Ashley L.; Driver, Tom G. Organic Letters, 2007 , vol. 9, # 25 p. 5191 - 5194

Full Text: HTML

Citation Number: 100

Abstract

We recently reported that rhodium(II) catalyzed the construction of indoles from azidoacrylates. 16 We wanted to extend this chemistry to the formation of pyrroles from dienyl azides (Table 1) and found that rhodium(II) perfluorobutyrate efficiently promoted this process (entry 2). As before, 16 increasing the electron-donating nature of the carboxylate ligand significantly reduced the reactivity of the catalyst (entry 3). While rhodium(II) perfluorobutyrate is the ...