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Synthesis and Rhodium(II)-Mediated Cascade Cyclopropanation/Rearrangement/Isomerization of Diazo 2,3,5-Trisubstituted Furans: The Construction of Penta-substituted Aromatic Compounds.
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2020-01-17 , DOI: 10.1021/acs.joc.9b03093
Jianfang Zhang 1, 2 , Qin Yang 1, 2 , Yang Zhu 1, 2 , Jianbo Wang 3 , Guisheng Deng 1, 2, 3
Affiliation  

Ag(I)-catalyzed synthesis of diazo-trisubstituted furans starting from diazo-cumulated allenyl ketones has been investigated. The Rh2(OAc)4-catalyzed reaction of the diazo 2,3,5-trisubstituted furans provided penta-substituted aromatics via cascade intermolecular cyclopropanation/rearrangement/isomerization. The cyclopropanation on the furan ring/rearrangement of cyclopropane moiety has been reported. A reasonable mechanism is proposed.

中文翻译:

重氮2,3,5-三取代呋喃的合成及铑(II)介导的级联环丙烷化/重排/异构化:五取代芳族化合物的构建。

从重氮累积的烯基酮开始,已研究了Ag(I)催化的重氮三取代呋喃的合成。重氮2,3,5-三取代的呋喃的Rh2(OAc)4-催化的反应通过级联分子间环丙烷化/重排/异构化提供了五取代的芳族化合物。已经报道了呋喃环上的环丙烷化/环丙烷部分的重排。提出了合理的机制。
更新日期:2020-01-17
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