Synthesis of Fused-Ring Heptacyclic Pyrrolidines via 1,3-Dipolar Cycloadditions

Regio- and Stereoselectivity in the 1,3-Dipolar Cycloaddition Reactions of Isoquinolinium Ylides with Cyclopenta[a]acenaphthylen-8-ones: I. Yavari, P. Ravaghi, M. Safaei, J. Kayanian

Synlett 2020, 31, DOI: 10.1055/s-0040-1706750


Complex fused-ring polycyclic compounds are particularly interesting as functional molecular tools as well as building blocks in materials science. A straightforward approach to highly complex and functionalized fused-ring heterocyclic derivatives has been recently reported by the group of Professor Issa Yavari from Tarbiat Modares University (Tehran, Iran), who exploited a 1,3-dipolar cycloaddition reaction between tetracyclic cyclopentadienones and isoquinolinium N-ylides stabilized by aryl-carbonyl groups.

Professor Yavari said: “A regio- and diastereoselective synthesis of functionalized heptacyclic pyrrolo[2,1-a]isoquinolines via a nonconcerted mechanism has been developed.”

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