Faculty Member

• Mar 2001 - Present

Radiochemistry

Student

• Sep 2010 - Sep 2013

Taurine and substituted taurines, a class of aminoalkanesulfonic acids, are important naturally occurring amino acids that have been found in many mammalian tissues, marine algaes, fishes, and shellfishes. Recently, xanthates were widely used as a radical precursor in organic synthesis. Herein, we describe a radical reaction for synthesis of 1-substituted taurines with functionalized side-chains from N-allylphthalimide and xanthates, and the subsequent oxidation with peroxyformic acid. Comparison with previous methods, the current method has higher overall yields and a shorter synthetic route. Most significantly, the current method can be used in the synthesis of functionalized side-chain substituted taurines. Hence, the current procedure is an efficient method for the synthesis of 1-substituted taurines, especially with functionalized side-chains, such as ketone, carboxylic acid, cyanide, ester, and lactone groups.Taurines and their derivatives, especially taurines-containing sulfonopeptides, are a group of important organic compounds and have been widely applied as enzyme inhibitors. S-2-phthalimidoalkyl O-ethylxanthates can produce 2-(N-phthalimido)alkanesulfonyl chlorides after N-chlorosuccimide oxidative chlorination, which reacted with amino acid esters to afford sulfonopeptides in good yields. The current method is an efficient route to synthesis of sulfonopeptides, in which sulfonopeptides were prepared in three steps from simple starting materials.In recent years, 2-alkylthiothiazoline rings have been found in several biologically active natural products. The current method is an efficient route to synthesis of (2-alkylthiothiazoline-5-yl)methane derivatives, in which thiazoline rings were prepared in two steps from simple starting materials with radical reactions. Additionally, the current work also demonstrated that DLP can not only as an initiator in radical reaction, but also use as reactant. Show less

Assistant Professor

• May 2001 - Present

faculty member faculty member

reseacher

• Apr 2001 - Dec 2011