Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 13, Issue 17, Pages 2549-2558Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201800620
Keywords
cooperative effects; multicomponent reactions; oxindoles; synergistic catalysis; synthetic methods
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Funding
- National Natural Science Foundation of China [21772069]
- Natural Science Foundation of Jiangsu Province [BK20160003]
- Six Kinds of Talents Project of Jiangsu Province [SWYY-025]
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A synergistic-catalysis-enabled reaction of 2-indolymethanols with oxonium ylides has been established that makes use of a three-component reaction between 3-diazooxindoles, alcohols, and 2-indolymethanols under the cooperative catalysis of a metal complex and a BrOnsted acid. This reaction has not only provided a new approach for the construction of 3-indolyl-3-alkoxy oxindole scaffolds by utilizing the C3-electrophilicity of an indole, but it is also the first example of a nucleophilic addition of a metal-associated ylide to 2-indolylmethanols. In addition, this reaction also includes a rarely reported trapping of onium ylides with aryl electrophiles.
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