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通过2-烷基氮杂芳烃衍生物与溴代硝基烯烃的串联迈克尔/S2/芳构化反应实现官能化中氮茚的无金属合成。

Metal-Free Synthesis of Functionalized Indolizines via a Cascade Michael/S2/Aromatization Reaction of 2-Alkylazaarene Derivatives with Bromonitroolefins.

作者信息

Chen Kangbiao, Zhou Rui, Zhu Gaofeng, Tang Lei, Huang Lu, He Qing

机构信息

The Fourth Department of Medical Oncology, Central Hospital of Guangdong Provincial Nongken, Zhanjiang Cancer Hospital, No.2 Mid Renmin Avenue, Zhanjiang 524002, P. R. China.

School of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R&D, Guizhou Medical University, Guiyang 550014, P. R. China.

出版信息

ACS Omega. 2024 Dec 9;9(50):49980-49985. doi: 10.1021/acsomega.4c09295. eCollection 2024 Dec 17.

DOI:10.1021/acsomega.4c09295
PMID:39713660
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11656401/
Abstract

A transition metal-free domino Michael/S2/aromatization annulation of 2-pyridylacetates with bromonitroolefins has been developed. A wide range of substrates containing various substituted groups was compatible with the present methodology and afforded functionalized indolizines with moderate to excellent yield (up to 99% yield). In addition, the potential practicality of the method stood out through scale-up reactions and further transformations to other valuable compounds. In our view, this study is an essential complement for the rapid construction of indolizine derivatives through a metal-free strategy.

摘要

已开发出一种2-吡啶基乙酸酯与溴代硝基烯烃的无过渡金属多米诺迈克尔/S2/芳构化环化反应。各种含有不同取代基的底物都与本方法兼容，并以中等至优异的产率（高达99%）得到功能化的中氮茚。此外，该方法的潜在实用性通过放大反应以及进一步转化为其他有价值的化合物而凸显出来。我们认为，这项研究是通过无金属策略快速构建中氮茚衍生物的重要补充。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00fd/11656401/e8bcecb42350/ao4c09295_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00fd/11656401/f526051cc7b2/ao4c09295_0001.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00fd/11656401/f5f70240da76/ao4c09295_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00fd/11656401/43acfbb5cbad/ao4c09295_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00fd/11656401/e8bcecb42350/ao4c09295_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00fd/11656401/f526051cc7b2/ao4c09295_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00fd/11656401/3fa67152cdbd/ao4c09295_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00fd/11656401/3a65a6fa50ce/ao4c09295_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00fd/11656401/f5f70240da76/ao4c09295_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00fd/11656401/43acfbb5cbad/ao4c09295_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/00fd/11656401/e8bcecb42350/ao4c09295_0006.jpg

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本文引用的文献

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