Acid‐Mediated Condensation of 2‐Aminoaryl Cyclopropyl Ketones with Aldehydes for the Synthesis of 2,3‐Dihydrofuro[3,2‐<i>c</i>]quinolines-Reference-Cited by-同舟云学术

Acid‐Mediated Condensation of 2‐Aminoaryl Cyclopropyl Ketones with Aldehydes for the Synthesis of 2,3‐Dihydrofuro[3,2‐c]quinolines

Published:2024-05-15 Issue:11 Volume:366 Page:2565-2569
ISSN:1615-4150
Container-title:Advanced Synthesis & Catalysis
language:en
Short-container-title:Adv Synth Catal

Author:

Cai Wenbo¹,Zhang Cong¹,Wang Xin¹,Song Chuanjun¹^ORCID

Affiliation:

1. College of Chemistry Pingyuan Laboratory Zhengzhou University Zhengzhou 450001 People's Republic of China

Abstract

AbstractA method for the synthesis of 2,3‐dihydrofuro[3,2‐c]quinolines via TfOH or TMSOTf mediated condensation of 2‐aminoaryl cyclopropyl ketones with aldehydes has been developed. The reaction proceeds under transition metal or halogen free conditions, giving access to the target molecules in 27–90% isolated yields. Mechanistic study indicates that the reaction sequence involves imine formation, intramolecular Mannich condensation, Cloke‐Wilson rearrangement, and auto‐oxidation.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.202400263

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