Palladium-catalyzed synthesis and nucleotide pyrophosphatase inhibition of benzo[4,5]furo[3,2-b]indoles

Palladium-catalyzed synthesis and nucleotide pyrophosphatase inhibition of benzo[4,5]furo[3,2-b]indoles

A two-step palladium-catalyzed procedure based on Suzuki–Miyaura cross coupling, followed by a double Buchwald–Hartwig reaction, allows for the synthesis of pharmaceutically relevant benzo[4,5]furo[3,2-b]indoles in moderate to very good yield. The synthesized compounds have been analyzed with regard...

Full description

Bibliographic Details
Main Authors: Hoang Huy Do, Saif Ullah, Alexander Villinger, Joanna Lecka, Jean Sévigny, Peter Ehlers, Jamshed Iqbal, Peter Langer
Format: Article
Language:English
Published: Beilstein-Institut 2019-11-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
buchwald–hartwig reaction
cyclization
n-heterocycles
palladium
suzuki–miyaura reaction
Online Access:https://doi.org/10.3762/bjoc.15.276
Description
Summary:A two-step palladium-catalyzed procedure based on Suzuki–Miyaura cross coupling, followed by a double Buchwald–Hartwig reaction, allows for the synthesis of pharmaceutically relevant benzo[4,5]furo[3,2-b]indoles in moderate to very good yield. The synthesized compounds have been analyzed with regard to their inhibitory activity (IC50) of nucleotide pyrophosphatases h-NPP1 and h-NPP3. The activity lies in the nanomolar range. The results were rationalized based on docking studies.
ISSN:1860-5397

Similar Items