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Titanium‐Catalyzed Intermolecular Hydroamination of Vinylarenes
Author(s) -
Kaspar Ludwig T.,
Fingerhut Benjamin,
Ackermann Lutz
Publication year - 2005
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/anie.200501423
Subject(s) - hydroamination , intermolecular force , catalysis , chemistry , titanium , lewis acids and bases , derivative (finance) , alkylation , tetrahydroisoquinoline , organic chemistry , combinatorial chemistry , molecule , financial economics , economics
The Lewis acid TiCl 4 allows the intermolecular hydroamination of vinylarenes (see scheme). Some of the hydroamination products undergo rearrangements to give ortho ‐alkylated compounds. The catalyst tolerates a range of functional groups (R′=CF 3 , Cl, CN, F, Br) and provides the products in good yields. This method was also applied to the synthesis of a tetrahydroisoquinoline derivative.