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Mandatory Fields
BUTLER, RN,CUNNINGHAM, D,MARREN, EG,MCARDLE, P
1990
December
Journal Of The Chemical Society-Perkin Transactions 1
EXTENDED TANDEM REACTIONS OF 2H-1,2,3-TRIAZOLE N-OXIDES WITH DIALKYL ACETYLENEDICARBOXYLATES AND N-PHENYLMALEIMIDE - SUBSTITUTED MONOCYCLIC 2,5-DIHYDRO-1,2,3-TRIAZINES AND NEW TETRAHYDROFURO[2,3-D]-1,2,3-TRIAZOLES - AZOLIUM 1,3-DIPOLES .5.
Published
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Optional Fields
RING EXPANSION CYCLO-ADDITION 1,2,3-TRIAZINES OXIDATION
3321
3326
The reaction of substituted 1,2,3-triazole 1-oxides with dialkyl acetylenedicarboxylate dipolarophiles gave a new route to monocyclic 1,2,3-triazine derivatives via a multi-step sequence of cycloaddition, sigmatropic rearrangements, and ring expansion. With N-phenylmaleimide as dipolarophile, derivatives of a new tetrahydrofuro[2,3-d]-1,2,3-triazole system were formed. Mechanisms are discussed. An X-ray crystal structure of 2-(p-bromophenyl)-5-methoxalyl-5-methoxycarbonyl-4,6-dimethyl-2,5-dihydro-1,2,3-triazine is reported.
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