Abstract
AbstractThe acid‐catalysed intramolecular nucleophilic addition of the phenyl ring to the C(9a) = N(1) double bond of ethyl 9‐(N‐methyl‐N‐phenyl)‐4‐oxotetrahydro‐4H‐pyrido[1,2‐a]pyrimidine‐3‐carboxylates, formed in the reactions of ethyl 9‐bromo‐4‐oxo‐6,7,8,9‐tetrahydro‐4H‐pyrido[1,2‐a]pyrimidine‐3‐carboxylates and N‐methylaniline, gave the first examples of a new tetracyclic pyrimido[1′,2′:1,2]pyrido[3,2‐b]indole ring system (7). X‐ray diffraction analysis of 7a revealed that the annelation of the pyrimidine and piperidine rings is transoid, while that of the piperidine and pyrroline rings is cis, the piperidine ring adopts an unusual 6T8 twisted boat conformation, while the pyrroline ring has a 9T8a conformation.
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