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α-羟基酸作为醛替代物：无金属合成吡咯并[1,2 -]喹喔啉、喹唑啉酮及其他氮杂环的脱羧氧化环化反应。

α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-]quinoxalines, quinazolinones, and other N-heterocycles decarboxylative oxidative annulation reaction.

作者信息

Viji Mayavan, Vishwanath Manjunatha, Sim Jaeuk, Park Yunjeong, Jung Chanhyun, Lee Seohu, Lee Heesoon, Lee Kiho, Jung Jae-Kyung

机构信息

College of Pharmacy, Medicinal Research Center (MRC), Chungbuk National University Cheongju 28160 Republic of Korea

College of Pharmacy, Korea University Sejong 30019 Republic of Korea.

出版信息

RSC Adv. 2020 Oct 7;10(61):37202-37208. doi: 10.1039/d0ra07093a.

DOI:10.1039/d0ra07093a
PMID:35521290
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9057147/
Abstract

A metal-free and efficient procedure for the synthesis of pyrrolo[1,2-]quinoxalines, quinazolinones, and indolo[1,2-]quinoxaline has been developed. The key features of our method include the generation of aldehyde from α-hydroxy acid in the presence of TBHP (-butyl hydrogen peroxide), and further condensation with various amines, followed by intramolecular cyclization and subsequent oxidation to afford the corresponding quinoxalines, quinazolinones derivatives in moderate to high yields.

摘要

已开发出一种无金属且高效的合成吡咯并[1,2 -]喹喔啉、喹唑啉酮和吲哚并[1,2 -]喹喔啉的方法。我们方法的关键特征包括在叔丁基过氧化氢（TBHP）存在下由α - 羟基酸生成醛，然后与各种胺进一步缩合，接着进行分子内环化并随后氧化，以中等至高收率得到相应的喹喔啉、喹唑啉酮衍生物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7838/9057147/64b40ca467d9/d0ra07093a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7838/9057147/97ac81231bf8/d0ra07093a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7838/9057147/bbf02c6e5792/d0ra07093a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7838/9057147/0b418dae0179/d0ra07093a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7838/9057147/39c03072155f/d0ra07093a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7838/9057147/64b40ca467d9/d0ra07093a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7838/9057147/97ac81231bf8/d0ra07093a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7838/9057147/bbf02c6e5792/d0ra07093a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7838/9057147/0b418dae0179/d0ra07093a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7838/9057147/39c03072155f/d0ra07093a-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7838/9057147/64b40ca467d9/d0ra07093a-s4.jpg

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