Journal
ORGANIC LETTERS
Volume 18, Issue 15, Pages 3586-3589Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01592
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Funding
- NIH [R01 GM67173]
- Genentech Summer Internship Program
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A direct oxidative C-H amination affording 1-acetyl indolecarboxylates starting from 2-acetamido-3-arylacrylates has been achieved. Indole-2-carboxylates can be targeted with a straightforward deacetylation of the initial reaction products. The C-H amination reaction is carried out using a catalytic Pd(II) source with oxygen as the terminal oxidant. The scope and application of this chemistry is demonstrated with good to high yields for numerous electron-rich and electron-poor substrates. Further reaction of selected products via Suzuki arylation and deacetylation provides access to highly functionalized indole structures.
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