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Formation of Phenyliodonio‐Substituted Spirofurooxindole Trifluoroacetates from N ‐Substituted 3‐Oxopentanediamides via Phenyliodine Bis(trifluoroacetate)‐Mediated Oxidative Cascade Reactions
Author(s) -
Hu Bei,
Cao Yang,
Zhang Bobo,
ZhangNegrerie Daisy,
Du Yunfei
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700075
Subject(s) - chemistry , oxidative phosphorylation , halogenation , cascade , oxidative addition , medicinal chemistry , cascade reaction , organic chemistry , catalysis , biochemistry , chromatography
The reaction of N ‐substituted 3‐oxopentanediamides with phenyliodine bis(trifluoroacetate) (PIFA) was found to give a novel class of phenyliodonio‐substituted spirofurooxindole trifluoroacetates under metal‐free conditions. The reaction is postulated to proceed via a cascade process involving an oxidative C—O bond formation, an oxidative C—C bond formation and a final iodination step.