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ADDITION-REACTION OF PHENYL ISOCYANATE AND PHENYL ISOTHIOCYANATE TO PARTIALLY CYCLIC 1,3-DIAZA-1,3-BUTADIENES - SYNTHESIS OF ANNULATED 1,3,5-TRIAZINE-2,4(1H,3H)-DIONES AND 1,3,5-TRIAZINE-2,4(1H,3H)-DITHIONES
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ADDITION-REACTION OF PHENYL ISOCYANATE AND PHENYL ISOTHIOCYANATE TO PARTIALLY CYCLIC 1,3-DIAZA-1,3-BUTADIENES - SYNTHESIS OF ANNULATED 1,3,5-TRIAZINE-2,4(1H,3H)-DIONES AND 1,3,5-TRIAZINE-2,4(1H,3H)-DITHIONES

M A Abdelrahman
Bulletin of the Chemical Society of Japan, Vol.66(2), pp.510-512
01/02/1993
DOI: https://doi.org/10.1246/bcsj.66.510

Abstract

Chemistry Chemistry, Multidisciplinary Physical Sciences Science & Technology
Annulated 1,3,5-triazine-2,4(1H,3H)-diones and -2,4(1H,3H)-dithiones (8 and 9) are synthesized by a 4pi+2pi cyclodimerization of heterocyclic heterocurnulenes (6 and 7). These heterocumulenes are generated from partially cyclic 1,3-diaza-1,3-butadienes (1a-c) by means of a 2pi+2pi cycloaddition reaction with phenyl isocyanate or phenyl isothiocyanate and followed by dissociation of the resulting cycloadducts (1,3-diazetidinones (3) and 1,3-diazetidithiones (4)).

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