Synthesis and Rhodium(II)-Mediated Cascade Cyclopropanation/Rearrangement/Isomerization of Diazo 2,3,5-Trisubstituted Furans: The Construction of Penta-substituted Aromatic Compounds

Autor:	Jianbo Wang, Guisheng Deng, Qin Yang, Jianfang Zhang, Yang Zhu
Rok vydání:	2020
Předmět:	chemistry.chemical_compound chemistry Cyclopropanation Furan Organic Chemistry chemistry.chemical_element Moiety Diazo Ring (chemistry) Medicinal chemistry Isomerization Cyclopropane Rhodium
Zdroj:	The Journal of Organic Chemistry. 85:2395-2405
ISSN:	1520-6904 0022-3263
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ce6030bbab8eced528b5fc8b31c5cba0 https://doi.org/10.1021/acs.joc.9b03093 Zobrazit plný text záznamu