Microwave-Assisted Iridium-Catalyzed Synthesis of Nicotine and Anabasine Derivatives

Abstract

Various functionalized nicotine and anabasine analogues are synthesized via a three-step sequence that exploits a microwave-assisted iridium-catalyzed N-heterocyclization of 1,4- and 1,5-diols for the construction of the pyrrolidine and piperidine ring systems. The microwave-assisted N-heterocyclization furnishes derivatives of nicotine and anabasine in good yields (50–75%) with overall yields ranging from 30–50%.

Key words

pyridine alkaloids - iridium - microwave - green chemistry - N-heterocyclization

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