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多取代吡唑的构建：碳酸钾介导生成的腈亚胺与肉桂醛的[3 + 2]环加成反应。

Construction of multi-substituted pyrazoles potassium carbonate-mediated [3 + 2] cycloaddition of generated nitrile imines with cinnamic aldehydes.

作者信息

Li Mei-Mei, Huang Hui, Tian Wanrong, Pu Yiru, Zhang Chaozheng, Yang Jirui, Ren Qing, Tao Feiyan, Deng Yun, Lu Jun

机构信息

State Key Laboratory of Southwestern Chinese Medicine Resources, School of Pharmacy, Chengdu University of Traditional Chinese Medicine Chengdu 611137 China

School of Chinese Medicine, Li Ka Shing Faculty of Medicine, The University of Hong Kong Hong Kong SAR 999077 China.

出版信息

RSC Adv. 2022 Apr 29;12(21):13087-13092. doi: 10.1039/d2ra00331g. eCollection 2022 Apr 28.

DOI:10.1039/d2ra00331g
PMID:35497007
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9052213/
Abstract

A highly efficient potassium carbonate-mediated [3 + 2] cycloaddition reaction of hydrazonoyl chlorides with cinnamic aldehydes to furnish multi-substituted pyrazoles under nontoxic and mild conditions has been developed. A plausible stepwise cycloaddition reaction mechanism is proposed. This protocol featured broad substrate coverage, good functional group tolerance, wide scalability, and operational simplicity, as well as conveniently constructed pyrazole scaffolds.

摘要

已开发出一种高效的碳酸钾介导的肼基酰氯与肉桂醛的[3 + 2]环加成反应，可在无毒温和条件下提供多取代吡唑。提出了一种合理的逐步环加成反应机理。该方法具有底物范围广、官能团耐受性好、可扩展性强、操作简单等特点，还能方便地构建吡唑骨架。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10c8/9052213/1f7bc12f3ee5/d2ra00331g-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10c8/9052213/0bb0c82e58db/d2ra00331g-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10c8/9052213/748907d701a5/d2ra00331g-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10c8/9052213/2fd3ee14726c/d2ra00331g-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10c8/9052213/308fbd4f512e/d2ra00331g-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10c8/9052213/1f7bc12f3ee5/d2ra00331g-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10c8/9052213/0bb0c82e58db/d2ra00331g-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10c8/9052213/748907d701a5/d2ra00331g-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10c8/9052213/2fd3ee14726c/d2ra00331g-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10c8/9052213/308fbd4f512e/d2ra00331g-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/10c8/9052213/1f7bc12f3ee5/d2ra00331g-s4.jpg

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