A Tandem Ring Opening/Closure Reaction in A BF3 -Mediated Rearrangement of Spirooxindoles

Autor:	Kang Zhao, Yunfei Du, Qingyu Xing, Daisy Zhang-Negrerie, Xuliang Guo, Kunhua Lei
Rok vydání:	2017
Předmět:	chemistry.chemical_compound Tandem 010405 organic chemistry Stereochemistry Chemistry Aryl Moiety General Chemistry 010402 general chemistry Ring (chemistry) 01 natural sciences 0104 chemical sciences
Zdroj:	Advanced Synthesis & Catalysis. 359:4393-4398
ISSN:	1615-4150
DOI:	10.1002/adsc.201700728
Popis:	Treatment of the readily accessible spiro-cyclohexadienones with BF3 from the PhI(OCOCF3)2-mediated spiro-cyclization of N-substituted benzanilides initiates an unusual dienone-phenol rearrange-ment leading to the biologically interesting 8-hydroxy-phenanthridin-6(5H)-one compounds. This unique rearrangement pattern involves the migration of the electron-deficient N-methyl carbamoyl moiety rather than the electron-rich aryl group as observed and reported previously in all other similar transformations.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::975350b423d7ca1074c4c3ecf3954d03 https://doi.org/10.1002/adsc.201700728 Zobrazit plný text záznamu Plný text ve formátu PDF