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A Facile Synthesis of cis-1-methyl-1,2,3,3a,4,8b- hexahydropyrrolo[3,2-f]pyrindine, an Annulated Nicotine Analog

Hongbin Zhai, Peng Liu, Shengjun Luo, Fang Fang, Mingyue Zhao

Org Lett. 2002 Dec 12;4(25):4385-6.

PMID: 12465893

Abstract:

[reaction: see text] The title compound, 2, has been synthesized in 45% overall yield in six steps from 3-bromopyridine. The hexahydropyrrolo[3,2-f]pyrindine skeleton was constructed from key intermediate 5, via intramolecular azomethine ylide-alkene [3 + 2] cycloaddition. The present work constitutes a general method for rapid assembly of other related tricyclic nicotine analogues.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP5746861-B Nicotine Related Compound F Nicotine Related Compound F 5746-86-1 Price
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