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催化剂控制的三组分反应选择性开关：一种 NHC 催化的δ-内酯-并色满-3-酮合成策略。

Catalyst-Controlled Selectivity Switch in Three-Component Reaction: An NHC-Catalyzed Strategy for the Synthesis of δ-Lactone-Fused Spirobenzofuran-3-ones.

机构信息

School of Pharmacy, Xinxiang University, Xinxiang 453003, China.

Nursing College, Xinxiang University, Xinxiang 453003, China.

出版信息

Molecules. 2022 Sep 13;27(18):5952. doi: 10.3390/molecules27185952.

DOI:10.3390/molecules27185952
PMID:36144686
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9503435/
Abstract

An efficient, three-component reaction of aldehydes and benzofuran-3-ones was developed. This process provides a new approach for the preparation of synthetically and biologically important spirobenzofuran-3-one derivatives with moderate-to-good yields under mild conditions. A switch of intramolecular to intermolecular domino Michael-aldol-lactonization leading to differential product formation was achieved by different NHCs catalysis.

摘要

发展了一种高效的醛和苯并呋喃-3-酮的三组分反应。该过程在温和条件下以中等至良好的收率为具有合成和生物重要性的螺苯并呋喃-3-酮衍生物的制备提供了一种新方法。通过不同的 NHC 催化，实现了由分子内到分子间的多米诺迈克尔-羟醛缩合-内酯化的转变，从而导致不同的产物形成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c655/9503435/d680bab89ef2/molecules-27-05952-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c655/9503435/e935c76a5e3e/molecules-27-05952-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c655/9503435/14e897d80a6a/molecules-27-05952-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c655/9503435/3f1f3302c729/molecules-27-05952-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c655/9503435/2676f81d1ea4/molecules-27-05952-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c655/9503435/d680bab89ef2/molecules-27-05952-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c655/9503435/e935c76a5e3e/molecules-27-05952-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c655/9503435/14e897d80a6a/molecules-27-05952-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c655/9503435/3f1f3302c729/molecules-27-05952-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c655/9503435/2676f81d1ea4/molecules-27-05952-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c655/9503435/d680bab89ef2/molecules-27-05952-sch004.jpg

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NHC-Catalyzed Three-Component Hydroalkylation Reactions of [60]Fullerene: An Umpolung Approach to Diverse Monoalkylated Hydrofullerenes.NHC催化的[60]富勒烯的三组分氢烷基化反应：一种合成多种单烷基化氢富勒烯的极性转换方法。
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Single-Electron Transfer Reactions Enabled by N-Heterocyclic Carbene Organocatalysis.氮杂环卡宾有机催化实现的单电子转移反应
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