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Synthesis of 2‐(3‐Arylallylidene)‐3‐oxindoles via Dirhodium(II)‐Catalyzed Reaction of 3‐Diazoindolin‐2‐imines with 1‐Aryl‐Substituted Allylic Alcohols and Computational Insights
Author(s) -
Gao Ke,
Kou Luyao,
Fu Rui,
Bao Xiaoguang
Publication year - 2020
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.201901160
Subject(s) - chemistry , allylic rearrangement , oxindole , aryl , catalysis , combinatorial chemistry , reaction conditions , medicinal chemistry , organic chemistry , alkyl
A straightforward approach for the synthesis of 2‐(3‐arylallylidene)‐3‐oxindoles has been achieved by the dirhodium(II)‐catalyzed reaction of 3‐diazoindolin‐2‐imines with 1‐aryl‐substituted allylic alcohols. This protocol employs easily accessible feedstocks to produce oxindole derivatives, which might be applicable in the dye industry. DFT calculations were carried out to gain a mechanistic insight into the reaction.