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Synthesis of Spirofurooxindoles via Phenyliodine(III) Bis(trifluoroacetate) (PIFA)‐Mediated Cascade Oxidative C−O and C−C Bond Formation
Author(s) -
Sun Desong,
Zhao Xiaoyuan,
Zhang Bobo,
Cong Ying,
Wan Xintong,
Bao Mingmai,
Zhao Xue,
Li Bing,
ZhangNegrerie Daisy,
Du Yunfei
Publication year - 2018
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.201701635
Subject(s) - hypervalent molecule , chemistry , reagent , iodine , oxidative phosphorylation , medicinal chemistry , cascade , combinatorial chemistry , stereochemistry , organic chemistry , biochemistry , chromatography
Upon treatment with solely a hypervalent iodine reagent of phenyliodine(III) bis(trifluoroacetate) (PIFA), 3‐(2‐hydroxyphenyl)‐3‐oxo‐ N ‐phenyl propanamides and a series of its derivatives were conveniently converted to a class of undocumented spirofurooxindoles under mild conditions. Control experiments provided evidence that this spirocyclization process encompassed a cascade oxidative reactions involving the formation of a C−O bond prior to that of C−C bond.