Categories: C-N Bond Formation > Amines >
Synthesis of arylamines
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Name Reactions
Reactions
Reductive Amination
Recent Literature
The sequential combination of Ti-catalyzed hydroamination of alkynes followed
by the Ti-catalyzed hydrosilylation of the intermediate imines is an efficient
one-pot process for the conversion of alkynes and primary amines into secondary
amines.
A. Heutling, F. Pohlki, I. Bytschkov, S. Doye, Angew. Chem. Int. Ed., 2005,
44, 2951-2954.
N-Alkylaminobenzenes
were prepared in a simple and efficient one-pot synthesis by reduction of
nitrobenzenes followed by reductive amination with decaborane (B10H14)
in the presence of 10% Pd/C.
J. W. Bae, Y. J. Cho,
S. H. Lee, C.-O. M. Yoon, C. M. Yoon, Chem. Commun., 2000,
1857-1858.
The NiCl2(PPh3)2-PPh3-catalyzed cross-coupling of bromomagnesium diarylamides, generated in situ from
diarylamines, with aryl bromides or iodides is an inexpensive, convenient, and practical method
for the synthesis of triarylamines.
C. Chen, L.-M. Yang, Org. Lett., 2005,
7, 2209-2211.
Various allyl carbonates have been converted under Fe catalysis into
essentially regio- and stereoisomerically pure allyl amines. Catalytic
amounts of piperidinium hydrochloride as a buffer retard catalyst
decomposition.
B. Plietker, Angew. Chem. Int. Ed., 2006,
45, 6053-6056.
p-Toluenesulfonic acid efficiently catalyzes direct
nucleophilic substitutions of the hydroxy groups of propargylic alcohols with a
large variety of carbon- and heteroatom-centered nucleophiles. Reactions can be
conducted under mild conditions and in air without the need for dried
solvents.
R. Sanz, A. Martinez, J. M. Alvarez-Gutierrez, F. Rodriquez, Eur. J. Org. Chem., 2006,
1383-1386.
