Issue 10, 2019

Palladium-catalyzed dearomative arylphosphorylation of indoles

Abstract

A palladium-catalyzed dearomative arylphosphorylation reaction of indoles involving C–C/C–P bond formation is developed. Through the intramolecular dearomative carbopalladation of indoles followed by an intermolecular benzyl–Pd termination with dialkylphosphite, a range of unique indolines bearing vicinal tetrasubstituted and phosphate-containing trisubstituted stereocenters are obtained in good yields. Synthetic transformations of the product show practical utilities of the reaction.

Graphical abstract: Palladium-catalyzed dearomative arylphosphorylation of indoles

Supplementary files

Article information

Article type
Research Article
Submitted
15 feb 2019
Accepted
23 mar 2019
First published
27 mar 2019

Org. Chem. Front., 2019,6, 1577-1580

Palladium-catalyzed dearomative arylphosphorylation of indoles

J. Weng, L. Xing, W. Hou, R. Liang and Y. Jia, Org. Chem. Front., 2019, 6, 1577 DOI: 10.1039/C9QO00246D

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