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2-芳氧基喹啉-3-甲醛的单和双C-H乙酰氧基化反应

Mono and di -C-H acetoxylation of 2-aryloxyquinoline-3-carbaldehydes.

作者信息

Bakthadoss Manickam, Aina Oluwafemi S, Reddy Tadiparthi Thirupathi, Izunobi Josephat U, Familoni Oluwole B

机构信息

Department of Chemistry, Pondicherry University Pondicherry 605 014 India

Department of Chemistry, University of Lagos Lagos Nigeria.

出版信息

RSC Adv. 2024 Apr 23;14(19):13306-13310. doi: 10.1039/d4ra01289e. eCollection 2024 Apr 22.

DOI:10.1039/d4ra01289e
PMID:38655482
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11037237/
Abstract

2-Aryloxyquinolines are well known for various biological activities. In this report, we have developed a novel protocol for introducing an acetoxy functional group on the aryl sp carbon of 2-aryloxyquinoline-3-carbaldehyde using a palladium catalyst for the first time. Interestingly, this C-H acetoxylation reaction is highly chemo- and site-selective. By modifying the reaction conditions, mono or di -C-H acetoxylation products have been synthesized selectively with good yields and with good functional group tolerance.

摘要

2-芳氧基喹啉因其多种生物活性而闻名。在本报告中，我们首次开发了一种使用钯催化剂在2-芳氧基喹啉-3-甲醛的芳基sp碳上引入乙酰氧基官能团的新方法。有趣的是，这种C-H乙酰氧基化反应具有高度的化学选择性和位点选择性。通过改变反应条件，已选择性地合成了单或双C-H乙酰氧基化产物，产率良好且官能团耐受性良好。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec03/11037237/f4e64fd33bd9/d4ra01289e-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec03/11037237/b1be5d10133b/d4ra01289e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec03/11037237/19e983e11f57/d4ra01289e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec03/11037237/62326a5ae350/d4ra01289e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec03/11037237/eb9e4abd90c2/d4ra01289e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec03/11037237/f4e64fd33bd9/d4ra01289e-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec03/11037237/b1be5d10133b/d4ra01289e-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec03/11037237/19e983e11f57/d4ra01289e-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec03/11037237/62326a5ae350/d4ra01289e-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec03/11037237/eb9e4abd90c2/d4ra01289e-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec03/11037237/f4e64fd33bd9/d4ra01289e-s4.jpg

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