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Construction of Oxepino[3,2‐ b ]indoles via [4+3] Annulation of 2‐Ylideneoxindoles with Crotonate‐Derived Sulfur Ylides
Author(s) -
Fei XingHai,
Zhao YongLong,
Yang FenFen,
Guan Xiang,
Li ZongQin,
Wang DaPeng,
Zhou Meng,
Yang YuanYong,
He Bin
Publication year - 2021
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.202001580
Subject(s) - annulation , chemistry , cyclopropanation , sulfur , stereochemistry , medicinal chemistry , organic chemistry , catalysis
A [4+3] annulation of 2‐ylideneoxindoles with crotonate‐derived sulfur ylides has been developed. A series of oxepino[3,2‐ b ]indoles were prepared in moderate to excellent yields (62‐93%) under mild conditions. Moreover, the synthetic oxepino[3,2‐ b ] indoles can be further transformed into more complex cyclopropa[5,6]oxepino[3,2‐ b ]indoles via a [2+1] cyclopropanation. In addition, the synthetic compounds show certain antiproliferative activity against K562 and MCF‐7 cells, and its IC 50 values for these two kinds of tumor cells up to 5.40±0.88 μM and 18.41±0.50 μM, respectively.
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