97272-96-3Relevant articles and documents
Synthesis of α-aliphatic and β-aromatic substituted taurines via regioselective ring opening of thiiranes with ammonia
Yu, Hao,Cao, Shengli,Zhang, Leilei,Liu, Gang,Xu, Jiaxi
experimental part, p. 2205 - 2209 (2010/02/27)
Thiiranes are important starting materials for the synthesis of substituted taurines. The regioselectivity of ring-opening reactions of thiiranes with ammonia in the presence of silver nitrate was investigated. The results of the ring-opening reaction and subsequent peroxy acid oxidation indicate that alkyl-substituted thiiranes give rise to 1-monoalkyl- and 1,1-dialkyltaurines, whereas aryl-substituted thiiranes produce 2-aryl-, 2-alkyl-2-aryl-, and 2,2-diaryltaurines. This shows that alkyl-substituted thiiranes were attacked on their less-substituted ring carbon atoms, while aryl-substituted thiiranes were attacked on their more substituted ring carbon atoms. The current method is an effective and atom-economic route for the synthesis of mono- and disubstituted α-alkyl-and β-aryl-substituted taurines. Georg Thieme Verlag Stuttgart.
Amino-sulfonation of alkenes in a three-component reaction
Cordero, Franca M.,Cacciarini, Martina,Machetti, Fabrizio,De Sarlo, Francesco
, p. 1407 - 1411 (2007/10/03)
2-Aminoalkanesulfonic acids have been synthesized by a three-component alkene/SO3·-DMF/acetonitrile reaction, followed by hydrolysis. Trifluoromethanesulfonic acid was added to the amino-sulfonation mixture to accelerate the reaction and prevent the competitive formation of by-products. The reported two-step procedure provided a concise and versatile approach to new analogues of the natural amino acid taurine. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
SYNTHESIS OF β-ALKYL(ARYL)TAURINES FROM β-KETOSULFONIC ACIDS
Aboskalova, N. I.,Bodina, R. O.,Dolongo, Silvano,Lipina, E. S.,Perekalin, V. V.
, p. 1186 - 1187 (2007/10/02)
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