Organocatalytic Insertion of Isatins into Aryl Difluoronitromethyl Ketones.

ABSTRACT: An organocatalytic method that achieves insertion of isatins into aryl difluoronitromethyl ketones under mild conditions is described. The reaction occurs in the presence of 20 mol % of DBU and with 100% atom economy. A series of isatin derived difluoronitromethyl substituted tertiary alcohol benzoates and naphthoates were prepared in 81-99% yield. The general synthetic usefulness of these 3-hydroxyoxindole derivatives is demonstrated with the selective reduction to fluorooximes.

SUBMITTER: Ding R 

PROVIDER: S-EPMC5294883 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature