Synthesis of 3,3-Diaryl/Heteroarylpropylamines via Nucleophilic Ring Opening of Activated Azetidines with Arenes and Heteroarenes: New Synthetic Route to (±)Tolterodine

Goswami, Gaurav ; Chauhan, Navya ; Mal, Abhijit ; Das, Subhomoy ; Das, Mowpriya ; Ghorai, Manas K. (2018) Synthesis of 3,3-Diaryl/Heteroarylpropylamines via Nucleophilic Ring Opening of Activated Azetidines with Arenes and Heteroarenes: New Synthetic Route to (±)Tolterodine ACS Omega, 3 (12). pp. 17562-17572. ISSN 2470-1343

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Official URL: http://doi.org/10.1021/acsomega.8b02487

Related URL: http://dx.doi.org/10.1021/acsomega.8b02487

Abstract

A simple synthetic route to access racemic 3,3-disubstituted propylamines in excellent yields (up to 95%) via Lewis acid catalyzed SN2-type ring opening of activated azetidines with electron-rich arenes and heteroarenes under mild conditions has been accomplished. The methodology is efficiently used for the racemic synthesis of an antimuscarinic drug, tolterodine, in four steps in 47% overall yield.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:117082
Deposited On:15 Apr 2021 07:41
Last Modified:15 Apr 2021 07:41

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