Lewis Acid‐Promoted Domino Processes for the Synthesis of Homoallylic Amines, Quinolines and Tetrahydroquinolines

Author:

Vishwakarma Rahul1,Vodnala Nagaraju1,Musib Dulal2,Singh Sanjay1,Kumar Hazra Chinmoy1ORCID

Affiliation:

1. Department of Chemistry Indian Institute of Technology Delhi Hauz Khas New Delhi 110016 India

2. Department of Chemistry National Institute of Technology Manipur Langol Imphal West 795004 India

Abstract

AbstractHerein, the synthesis of homoallylic amines, quinolines, and tetrahydroquinolines has been demonstrated. The domino one‐pot multi‐component approach has been accomplished using Lewis acid‐catalyzed conditions. A useful scaffold construction strategy can be achieved by controlling the electronic effect of aniline rather than relying on reaction conditions. The described method applies to a wide variety of substrates embedded with diverse functional groups and can be extended toward the synthesis of natural products. Suitable control experiments, real‐time NMR studies, and DFT calculations have validated the reported process. The protocol outlines a strategy for synthesizing homoallylic amines and quinolines, controlled by the electronic properties of anilines.

Funder

Indian Institute of Technology Delhi

Publisher

Wiley

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