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Metal‐free Synthesis of Spiro‐2,2′‐benzo[ b ]furan‐3,3′‐ones via PhI(OAc) 2 ‐Mediated Cascade Spirocyclization
Author(s) -
Xing Qingyu,
Liang Huiyuan,
Bao Mingmai,
Li Xuemin,
Zhang Jingran,
Bi Tianhao,
Zhang Yilin,
Xu Jun,
Du Yunfei,
Zhao Kang
Publication year - 2019
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.201900652
Subject(s) - hypervalent molecule , chemistry , furan , reagent , cascade , metal , iodine , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , chromatography
Treating the benzyl protected 3‐hydroxy‐1,3‐bis(2‐hydroxyphenyl)prop‐2‐en‐1‐ones solely with PhI(OAc) 2 (PIDA) in DCE at room temperature readily furnished the seldom studied spiro‐2,2′‐benzo[b]furan‐3,3′‐ones in satisfactory to excellent yields. The hypervalent iodine reagent enables the metal‐free cascade spirocyclization resulting in the dual oxidative C−O bond formation.
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