Categories: Synthesis of N-Heterocycles >
Synthesis of 2-oxazolines
Recent Literature

Various 2-oxazolines were prepared from aromatic aldehydes and 2-aminoethanol
with pyridinium hydrobromide perbromide in water at room temperature. The
reaction of aromatic aldehydes with ethylenediamine gave 2-imidazolines in good
yields under the same reaction conditions.
S. Sayama, Synlett,
2006, 1479-1484.

A mild reaction of α,α-difluoroalkyl amines with β-amino alcohols, β-amino thiols, and β-diamines
affords the
corresponding oxazoline, thiazoline, and imidazoline derivatives, respectively. The
conditions are
applicable for the synthesis of optically active heterocyclic compounds.
T. Fukuhara, C. Hasegawa, S. Hara, Synthesis, 2007,
1528-1534.

Substituted 2-oxazolines, that are found in several families of bioactive
natural products, can be prepared in an efficient and general one-pot,
four-component condensation.
L. Fan, E. Lobkovsky, B. Ganem, Org. Lett., 2007,
9, 2015-2017.

New methodology for the synthesis of variously substituted 2-oxazolines and
one dihydrooxazine using aldehydes, amino alcohols, and N-bromosuccinimide as an oxidizing agent is described. This one-pot synthesis is characterized by mild
reaction conditions, broad scope, high yields, and its preparative simplicity.
K. Schwekendiek, F. Glorius, Synthesis, 2006, 2996-3002.

tert-Butyl hypoiodite is a mild and powerful reagent for the
cyclization of N-alkenylamides leading to various N-heterocycles.
N-alkenylsulfonamides gave three- to six-membered saturated N-heterocycles
in good yields, whereas alkenylbenzamide derivatives afforded
N-, O- or N-, S-heterocycles.
S. Minakata, Y. Morino, Y. Oderaotoshi, M. Komatsu, Org. Lett.,
2006, 8, 3335-3337.
