Synthesis of S-Heterocycles
| Synthesis of | |||
 Thiiranes |
 Thioacetals |
 Oxathioacetals |
 Sultams |
 Thiophenes Benzothiphenes |
 Thiazoles Benzothiazoles |
 1,3,4- Thiadiazoles |
Protecting Groups
1,3-Dithianes, 1,3-Dithiolanes
Recent Literature
An efficient reaction of carbon disulfide with oxiranes in the presence of
sodium hydride (10 mol%) and methanol gives functionalized
1,3oxathiolane-2-thiones in very good yields.
I. Yavari, M. Ghazanfarpour-Darjani, Z. Hossaini, M. Sabbaghan, N. Hosseini, Synlett, 2008,
889-891.
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.
A highly efficient and stereoselective gold-catalyzed cycloisomerization of α-thioallenes
to 2,5-dihydrothiophenes has been discovered.
N. Morita, N. Krause, Angew. Chem. Int. Ed., 2006, 45, 1897-1899.
A mild ICl-induced cyclization of heteroatom-substituted alkynones provides
a simple, highly efficient approach to various 3-iodochromones,
iodothiochromenones, iodoquinolinones and analogues in good to excellent
yields. Subsequent palladium-catalyzed transformations afford a rapid
increase in molecular complexity.
C. Zhou, A. V. Dubrovsky, R. C. Larock, J. Org. Chem., 2006, 71, 1728-1731.
A three-component condensation gave
2-amino-4H-1,3-oxazines or 2-amino-4H-1,3-thiazines from alkynes, urea or
thiourea, and aldehydes.
S. Huang, Y. Pan, Y. Zhu, A. Wu, Org. Lett., 2005, 7, 3797-3799.
