铑催化无水茚三酮和炔烃脱羰环加成C-C键活化反应的研究

doi:10.16039/j.cnki.cn22-1249.2018.11.017

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摘要

实现了铑催化无水茚三酮和炔烃的脱羰环加成反应一步合成茚酮衍生物。[Rh(COD)Cl]₂和双膦配体rac-BINAP相结合是该C-C键活化反应有效的催化体系，CuCl₂作为添加剂能增加茚酮产物的选择性，在优化实验条件下，能得到茚酮化合物的产率为87%。多种炔烃适合此类反应，得到较高产率的茚酮衍生物。

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	于晓波
	庄德吉
	陈佳特

关键词: 铑催化茚三酮炔烃脱羰环加成 C-C键活化

Abstract:

A one-step preparation method for indenone derivatives via rhodium-catalyzed decarbonylative cycloadditions of 1H-indene-1,2,3-triones and alkynes has been achieved. [Rh(COD)Cl]₂ with a bisphosphine rac-BINAP ligand was the most efficient catalytic system for this C-C bond activation reaction. The selectivity of indenone can be enhanced by adding copper chloride as an additive. Under the optimized experimental conditions, the indenone compound can be obtained in 87% yield. This reaction is suitable for a broad range of alkynes and a variety of indenone derivatives were obtained in high yields.

Key words: rhodium-catalyzed 1H-indene-1,2,3-triones alkynes decarbonylative cycloaddition C-C activation

出版日期: 2018-11-25 发布日期: 2018-11-25 整期出版日期: 2018-11-25

O625.52

引用本文:

于晓波, 庄德吉, 陈佳特. 铑催化无水茚三酮和炔烃脱羰环加成C-C键活化反应的研究 [J]. 吉林化工学院学报, 2018, 35(11): 64-68.
YU Xiao-bo, ZHUANG De-ji, CHEN Jia-te. Rhodium-Catalyzed Decarbonylative Cycloadditions of 1H-indene-1,2,3-triones and Alkynes via C-C Bond Activation . Journal of Jilin Institute of Chemical Technology, 2018, 35(11): 64-68.

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https://xuebao.jlict.edu.cn/CN/10.16039/j.cnki.cn22-1249.2018.11.017 或 https://xuebao.jlict.edu.cn/CN/Y2018/V35/I11/64

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