Tetrahedron

New reactions of 1, 3, 5-trialkyl-hexahydro-1, 3, 5-triazines: Part 1. The formation of 3, 7-diazabicyclo [3, 3, 1] nona-2, 6-diones and hexahydropyrimidines using …

G Darnbrough, P Knowles, SP O'Connor, FJ Tierney

Index: Darnbrough, Geoffrey; Knowles, Philip; O'Connor, Sean P.; Ttierney, Francis J. Tetrahedron, 1986 , vol. 42, # 8 p. 2339 - 2344

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Citation Number: 12

Abstract

The activated acetates (4, ac) react with 1, 3, 5-trialkyl hexahydro-1, 3, 5-triazines (5, ac) to form, depending on the conditions, 1, 5-disubstituted-3, 7-dialkyl-3, 7-diazabicyclo [3, 3, 1] nona-2, 6-diones (1, bi) or 5, 5-disubstituted-1, 3-dialkyl hexahydropyrimidines. In the case of the reaction of ethyl benzoylacetate (4d) with 1, 3, 5-trimethyl-hexahydro-l, 3, 5-triazine (5a) an alternative pathway produces the tetrahydropyridine (8).