A One-Pot Cascade to Protoberberine Alkaloids via Stevens Rearrangement of Nitrile-Stabilized Ammonium Ylides

G Lahm, JG Deichmann, AL Rauen…

Index: Orejarena Pacheco, Julio Cesar; Lahm, Guenther; Opatz, Till Journal of Organic Chemistry, 2013 , vol. 78, # 10 p. 4985 - 4992

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Citation Number: 8

Abstract

A facile one-pot synthesis of protoberberines from readily accessible 1, 2, 3, 4- tetrahydroisoquinoline-1-carbonitriles and 1, 2-bis (bromomethyl) arenes is described. The reaction cascade comprises four consecutive transformations, all of which can be effected