A new approach to the synthesis of rare thiazino [6, 5-b] indol-4-one derivatives. First total synthesis of the indole phytoalexin cyclobrassinon
P Kutschy, M Suchý, A Andreani, M Dzurilla, V Kováčik…
Index: Kutschy, Peter; Suchy, Mojmir; Andreani, Aldo; Dzurilla, Milan; Kovacik, Vladimir; Alfoeldi, Juraj; Rossi, Maddalena; Gramatova, Maria Tetrahedron, 2002 , vol. 58, # 44 p. 9029 - 9039
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Citation Number: 20
Abstract
The first synthesis of the indole phytoalexin cyclobrassinon and some of its analogues, possessing a thiazino [6, 5-b] indol-4-one tricyclic ring system was performed starting from 1- substitued 2-chloroindole-3-carboxaldehydes. The route employed the intramolecular Et3N- mediated or photochemical nucleophilic substitution of a chlorine atom in the 2-position of the indole ring with a sulfur atom as a key step. Examination of biological activity against ...