Nucleophilic attack of intramolecular hydroxyl groups on electron-rich aromatics using hypervalent iodine(III) oxidation

Autor:	Simon B. Caemmerer, Yasuyuki Kita, Hiromi Hamamoto, Kayoko Hata, Yukiko Shiozaki
Rok vydání:	2007
Předmět:	Cation radical Organic Chemistry Hypervalent molecule chemistry.chemical_element General Medicine Electron Bond formation Photochemistry Iodine Biochemistry Medicinal chemistry Nucleophile chemistry Reagent Intramolecular force Drug Discovery Nucleophilic substitution
Zdroj:	Tetrahedron. 63:4052-4060
ISSN:	0040-4020
DOI:	10.1016/j.tet.2007.02.118
Popis:	The hypervalent iodine(III) reagent, phenyliodine bis(trifluoroacetate) (PIFA)-mediated oxidative nucleophilic substitution of electron-rich aromatics involving aromatic cation radical intermediates was utilized in the direct aromatic carbon–oxygen bond formation reaction, and a novel and simple synthetic method for chroman derivatives was developed. As an extension of this methodology, a facile access to spirodienone derivatives was also achieved.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::19ca39ac81a2e4719b8b5c2aac7e9ff8 https://doi.org/10.1016/j.tet.2007.02.118 Zobrazit plný text záznamu Full Text from ScienceDirect