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铑催化的重氮化合物转化:基于卡宾的策略:最新进展

Rhodium-catalyzed transformations of diazo compounds a carbene-based strategy: recent advances.

作者信息

Doraghi Fatemeh, Baghershahi Parsa, Ghasemi Mehran, Mahdavi Mohammad, Al-Harrasi Ahmed

机构信息

Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences Tehran Iran

Pharmaceutical and Heterocyclic Chemistry Research Laboratory, Department of Chemistry, Iran University of Science and Technology Tehran Iran.

出版信息

RSC Adv. 2024 Dec 12;14(53):39337-39352. doi: 10.1039/d4ra07010k. eCollection 2024 Dec 10.

DOI:10.1039/d4ra07010k
PMID:39670167
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11635351/
Abstract

Diazo compounds are known to be good coupling partners in the synthesis of heterocycles, carbocycles and functionalized molecules a rhodium carbene-based strategy. Many heterocyclic and carbocyclic compounds, including isoquinolones and isocoumarins, quinoxalines, indoles, pyrrones, benzothazines, enaminones, benzenes and seven-membered rings, can be constructed using this rhodium-catalyzed system. The reaction mechanism involves C-H activation, carbene insertion and an annulation/functionalization sequence. This review describes the progress made in the last five years in rhodium-catalyzed transformations of diazo compounds as easily accessible precursors in organic chemistry.

摘要

已知重氮化合物在杂环、碳环和功能化分子的合成中是良好的偶联伙伴——一种基于铑卡宾的策略。使用这种铑催化体系可以构建许多杂环和碳环化合物,包括异喹啉酮和异香豆素、喹喔啉、吲哚、吡咯、苯并噻嗪、烯胺酮、苯和七元环。反应机理涉及C-H活化、卡宾插入和环化/官能化序列。本综述描述了在过去五年中,作为有机化学中易于获得的前体,重氮化合物的铑催化转化方面取得的进展。

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Rh(III)-catalysed C-H annulation of -stilbene acids with 2-diazo-1,3-diketones: facile access to 6,7-dihydrobenzofuran-4(5)-one and α-pyrone scaffolds.
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Utilizing Allenic Acids and Heterocyclic Diazo Compounds in the Synthesis of Polysubstituted Spirocyclic Butenolides and β-Methylidene 2-Furanones.利用联烯酸和杂环重氮化合物合成多取代螺环丁烯内酯和β-亚甲基-2-呋喃酮。
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