Ontology highlight
ABSTRACT:
SUBMITTER: Lofstrand VA
PROVIDER: S-EPMC4991878 | biostudies-literature | 2016 Jun
REPOSITORIES: biostudies-literature
Lofstrand Verner A VA Matsuura Bryan S BS Furst Laura L Narayanam Jagan M R JM Stephenson Corey R J CR
Tetrahedron 20160304 26
The one-pot, three-component, coupling reaction of indoles/pyrroles, dimethyl malonate, and acetic acid was performed using Mn(III) acetate as an oxidant. In the presence of Mn(OAc)<sub>3</sub>, indole-2, and indole-3-carbonyl compounds were alkylated at the 3- and 2- positions, respectively, with subsequent oxidation and nucleophilic capture occurring at the newly formed benzylic carbon. In contrast, oxidation of 2- and 3-indole carboxylic acids afforded the corresponding 2-oxindol-3-ylidenes a ...[more]