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Base‐Catalyzed Synthesis of N‐ (2‐Arylethyl)anilines and Base‐Promoted Domino Synthesis of 2,3‐Dihydroindoles
Author(s) -
Beller Matthias,
Breindl Claudia,
Riermeier Thomas H.,
Eichberger† Martin,
Trauthwein Harald
Publication year - 1998
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19981231)37:24<3389::aid-anie3389>3.0.co;2-d
Subject(s) - domino , base (topology) , catalysis , chemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , mathematics , mathematical analysis
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).