Parallel solid-phase syntheses of 1,3,4-thiadiazolium-2-aminides

Journal of Combinatorial Chemistry
Joseph C KappelG Barany

Abstract

An efficient and advantageous solid-phase strategy has been developed to synthesize 1,3,4-thiadiazolium-2-aminides. The title compounds were prepared in parallel fashion according to the following compact route: (i) anchoring of aromatic aldehydes to the solid support; (ii) solution preparation of 1,4-disubstituted thiosemicarbazides from hydrazines plus isothiocyanates; (iii) trimethylsilyl chloride-promoted cyclization between the resin-bound aldehydes and 1,4-disubstituted thiosemicarbazides; and (iv) removal of the products from the solid support by acid treatment. The products (17 made in all) were cleaved with high initial purities (90-98%) and obtained in generally good isolated yields (53-94%, with one exception).

References

Nov 27, 1991·Biochemical and Biophysical Research Communications·R A OwensR D DiMarchi
Jan 1, 1995·Biopolymers·M LeblK S Lam
Jan 1, 1995·Biopolymers·C PinillaR A Houghten
May 29, 2000·Journal of Combinatorial Chemistry·T S YokumG Barany
Aug 2, 2001·Current Opinion in Chemical Biology·A GolebiowskiD E Portlock
Jan 10, 2002·Chemical Reviews·Viktor Krchnák, Mark W Holladay
Feb 1, 1996·Chemical Reviews·Lorin A. Thompson, Jonathan A. Ellman
Apr 1, 1997·Chemical Reviews·Adel NefziRichard A. Houghten
Mar 13, 2003·Chemical Reviews·Douglas A HortonMark L Smythe

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Citations

Nov 15, 2005·Journal of Combinatorial Chemistry·Roland E Dolle

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