Intermolecular Nucleophilic Addition of N-Diaminophosphinoyl-Protected alpha-Carbanions Derived from Secondary Amines to Arynes: Synthesis of 1-Aryl-1,2,3,4-tetrahydroisoquinolines

摘要

abstract_textpVarious 1-aryl-1,2,3,4-tetrahydroisoquinolineswere synthesized by coupling a-amino carbanions, derived from N-protected secondary amines, with in situ generated arynes. Different N-protecting/ activating groups were investigated and it was found that only the N-bis(dimethylamino) phosphinoyl group is suitable to obtain the title compounds. This procedure has also been used for an efficient one-pot synthesis of the drug (+/-)FR115427./p/abstract_text