1,2-Diaza-1.3-butadienes reacted with rhodanine affording 2-(mercaptoacetyl)iminothiazoline derivatives through conjugate addition/annulation/ring-opening/oxidative dimerization. The hypothesized ring-closure and ring-opening mechanism was supported by X-ray crystal structure analysis of a compound obtained by reaction of the same reagents with a chiral 1.3-oxazolidine-2-thione derivative. (C) 2003 Elsevier Ltd. All rights reserved.
Synthesis of 2-iminothiazoline derivatives by sequential conjugate addition/annulation/ring-opening reactions / A. Arcadi, O. Attanasi, G. Giorgi, P. Filippone, E. Rossi, S. Santeusanio. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 44:46(2003), pp. 8391-8394.
Synthesis of 2-iminothiazoline derivatives by sequential conjugate addition/annulation/ring-opening reactions
E. RossiPenultimo
;
2003
Abstract
1,2-Diaza-1.3-butadienes reacted with rhodanine affording 2-(mercaptoacetyl)iminothiazoline derivatives through conjugate addition/annulation/ring-opening/oxidative dimerization. The hypothesized ring-closure and ring-opening mechanism was supported by X-ray crystal structure analysis of a compound obtained by reaction of the same reagents with a chiral 1.3-oxazolidine-2-thione derivative. (C) 2003 Elsevier Ltd. All rights reserved.
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