Issue 61, 2021

Synthesis of quinolines via sequential addition and I2-mediated desulfurative cyclization

Abstract

An efficient one-pot approach for the synthesis of quinolines from o-aminothiophenol and 1,3-ynone under mild conditions is disclosed. With the aid of ESI-MS analysis and parallel experiments, a three-step mechanism is proposed—a two-step Michael addition–cyclization condensation step leading to intermediate 1,5-benzothiazepine catalyzed by zirconocene amino acid complex Cp2Zr(η1-C9H10NO2)2, followed by I2-mediated desulfurative step.

Graphical abstract: Synthesis of quinolines via sequential addition and I2-mediated desulfurative cyclization

Supplementary files

Article information

Article type
Paper
Submitted
17 Sep 2021
Accepted
28 Nov 2021
First published
06 Dec 2021
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2021,11, 38889-38893

Synthesis of quinolines via sequential addition and I2-mediated desulfurative cyclization

M. Yang, Y. Jian, W. Zhang, H. Sun, G. Zhang, Y. Wang and Z. Gao, RSC Adv., 2021, 11, 38889 DOI: 10.1039/D1RA06976D

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