Synthesis of 2-acyl benzofurans and indoles based on nucleophile-intercepted Meyer–Schuster rearrangement of <i>o</i>-hydroxyphenyl and <i>o</i>-aminophenyl propargylic alcohols-Reference-Cited by-同舟云学术

Synthesis of 2-acyl benzofurans and indoles based on nucleophile-intercepted Meyer–Schuster rearrangement of o-hydroxyphenyl and o-aminophenyl propargylic alcohols

Published:2024 Issue:3 Volume:11 Page:809-815
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Li Zhao-Zhao¹,Jiang Si-Jing¹,He Shu-Yun¹,Gao Yu-Ning¹,Bian Ming¹,Chen Hui-Yu¹^ORCID,Liu Zhen-Jiang¹²^ORCID

Affiliation:

1. School of Chemical and Environmental Engineering, Shanghai Institute of Technology, 100 Haiquan Road, Shanghai 201418, P. R. China

2. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. China

Abstract

A new type of nucleophile-intercepted Meyer–Schuster rearrangement mediated by pyridine N-oxide under metal-free conditions using a catalytic amount of acid is disclosed. It enables synthesis of 2-acyl benzofurans and indoles in 56–>99% yields.

Funder

Shanghai Institute of Technology

National Natural Science Foundation of China

Science and Technology Commission of Shanghai Municipality

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2024/QO/D3QO01671D

Reference76 articles.

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5. Synthesis and biological evaluation of 2-aroylbenzofurans, rugchalcones A, B and their derivatives as potent anti -inflammatory agents

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