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Annulative ?-extension of indoles and pyrroles with diiodobiaryls by Pd catalysis: rapid synthesis of nitrogen-containing polycyclic aromatic compounds.

ABSTRACT: A palladium-catalyzed one-step annulative ?-extension (APEX) reaction of indoles and pyrroles that allows rapid access to nitrogen-containing polycyclic aromatic compounds is described. In the presence of palladium pivalate and silver carbonate, diverse indoles or pyrroles coupled with diiodobiaryls in a double direct C-H arylation manner to be transformed into the corresponding ?-extended compounds in a single step. The newly developed catalytic system enables the use of various pyrroles and indoles as templates with a series of diiodobiaryls to provide structurally complicated and largely ?-extended nitrogen-containing polycyclic aromatic compounds that are otherwise difficult to synthesize.

SUBMITTER: Kitano H

PROVIDER: S-EPMC6180308 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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Annulative π-extension of indoles and pyrroles with diiodobiaryls by Pd catalysis: rapid synthesis of nitrogen-containing polycyclic aromatic compounds.

Kitano Hiroyuki H Matsuoka Wataru W Ito Hideto H Itami Kenichiro K

Chemical science 20180809 38

A palladium-catalyzed one-step annulative π-extension (APEX) reaction of indoles and pyrroles that allows rapid access to nitrogen-containing polycyclic aromatic compounds is described. In the presence of palladium pivalate and silver carbonate, diverse indoles or pyrroles coupled with diiodobiaryls in a double direct C-H arylation manner to be transformed into the corresponding π-extended compounds in a single step. The newly developed catalytic system enables the use of various pyrroles and in ...[more]

PMID: 30319756

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