A Concise Approach for the Synthesis of the ABCD Ring System of Alpkinidine | Zendy

Volvoikar Prajesh S. | Zendy; Tilve Santosh G. | Zendy; Zubkov Fedor I. | Zendy

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A Concise Approach for the Synthesis of the ABCD Ring System of Alpkinidine

Author(s) -

Volvoikar Prajesh S.,

Tilve Santosh G.,

Zubkov Fedor I.

Publication year - 2019

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201900357

Subject(s) - annulation , negishi coupling , ring (chemistry) , chemistry , stereochemistry , base (topology) , combinatorial chemistry , mathematics , organic chemistry , catalysis , mathematical analysis

A two step synthesis of a benzo analog of alpkinidine is described via Negishi coupling followed by a base mediated annulation reaction strategy. The organozinc compound prepared from ethyl 2‐iodobenzoate was coupled with 4‐chloro‐2‐methyl‐2,3‐dihydro‐1 H ‐pyrrolo[3,4‐ c ]quinolin‐1‐one to obtain ethyl 2‐(2‐methyl‐1‐oxo‐2,3‐dihydro‐1 H ‐pyrrolo[3,4‐ c ]quinolin‐4‐yl)‐benzoate which on further treatment with a base provided ABCD ring system of alpkinidine.

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