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2005
Benzothiazole derivatives
R 0270
Synthesis of 2-(Ethylsulfanyl)aniline Derivatives Through the Unexpected Ring
of N-Substituted-2(3H)-benzothiazolones. — A very simple method for
14- 137 Opening
the ring opening of benzothiazolones (I) is presented utilizing diethyl 2,2-diethylmalonate and KCN in DMSO/water. In an attempt to transform diester (VI) to the monoester
using the system KCN/H2O/DMSO, additional ring-opening to an aminothiophenol is
observed. This process is optimized and applied to benzothiazole substrates (I) and (IV)
in the presence of diester (II). — (LEBEGUE*, N.; CHARRIER, G.; CARATO, P.;
YOUS, S.; BERTHELOT, P.; Tetrahedron Lett. 45 (2004) 52, 9509-9511; Lab. Chim.
Ther., Fac. Sci. Pharm. Biol., F-59006 Lille, Fr.; Eng.) — Mais
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