Ppm Cu Catalyst Enables tert-Alkylation Followed by C–H Cyclization To Synthesize Substituted Oxindoles
Author(s) -
Kohei Yoshinaga,
Naoya Tsubaki,
Yumi Murata,
Yushi Noda,
Takashi Nishikata
Publication year - 2018
Publication title -
acs omega
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.8b01397
Subject(s) - alkylation , catalysis , yield (engineering) , tandem , chemistry , medicinal chemistry , reaction conditions , combinatorial chemistry , organic chemistry , materials science , metallurgy , composite material
In this paper, we established highly efficient Cu-catalyzed tandem tert -alkylation C-H cyclization of α-bromocarbonyls and methacrylamides to produce substituted oxindoles. The maximum turnover number was up to 48 000 with reasonable yield. Although the catalyst loadings were very low, the reaction was not involving radical chain reaction. The resulting oxindoles were able to transform into aza-multicyclic compound via a reduction.
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