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. 1998 Dec 31;37(24):3389-3391.
doi: 10.1002/(SICI)1521-3773(19981231)37:24<3389::AID-ANIE3389>3.0.CO;2-D.

Base-Catalyzed Synthesis of N-(2-Arylethyl)anilines and Base-Promoted Domino Synthesis of 2,3-Dihydroindoles

Matthias Beller  1 , Claudia Breindl  2 , Thomas H Riermeier  3 , Martin Eichberger  1 , Harald Trauthwein  3
Affiliations

Base-Catalyzed Synthesis of N-(2-Arylethyl)anilines and Base-Promoted Domino Synthesis of 2,3-Dihydroindoles

Matthias Beller et al. Angew Chem Int Ed Engl. .

Abstract

The base is the key to the new one-pot reaction, which leads to pharmacologically interesting 2,3-dihydroindoles. The use of potassium tert-butylalcoholate enables the selective addition of primary anilines to substituted styrenes and a new domino reaction, consisting of a hydroamination and an aryne cyclization (see scheme).

Keywords: Aminations; Arynes; Cyclizations; Domino reactions; Potassium.

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