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  • Palladium-catalyzed annulation of haloanilines and halobenzamides using norbornadiene as an acetylene synthon: a route to functionalized indolines, isoquinolinones, and indoles.

Palladium-catalyzed annulation of haloanilines and halobenzamides using norbornadiene as an acetylene synthon: a route to functionalized indolines, isoquinolinones, and indoles.

The Journal of organic chemistry (2009-01-16)
Praew Thansandote, David G Hulcoop, Michael Langer, Mark Lautens
ABSTRACT

A general procedure for the palladium-catalyzed annulation of substituted haloanilines with norbornadiene gives functionalized indolines in 51-98% yield. These indolines can be rapidly converted to benzenoid-substituted indoles and tricyclic indolines. Extension to the use of substituted halobenzamides gives functionalized isoquinolinones in up to 86% yield.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Bicyclo[2.2.1]hepta-2,5-diene, 98%