Ontology highlight
ABSTRACT:
SUBMITTER: Li Y
PROVIDER: S-EPMC7939109 | biostudies-literature | 2020 Sep
REPOSITORIES: biostudies-literature
Li Yi Y Vaz Roy J RJ Olson Steven H SH Munson Mark M Paras Nick A NA Conrad Jay J
European journal of organic chemistry 20200818 36
The addition of electron deficient radicals to the <i>C2</i> position of indoles has been described in the literature as opposed to electrophilic addition at the <i>C</i>3 position. Density functional theory calculations were used to understand the switch in regioselectivity from <i>C3</i> to <i>C2</i> for indole to undergo radical additions. Electron deficient radicals have a lower barrier for reaction at <i>C</i>2 and a lower energy radical intermediate that benefits from benzylic radical stab ...[more]