Tetrahedron p. 14273 - 14280 (1996)
Update date:2022-08-02
Topics: Carbon nucleophiles Oxazolidines 1,3-oxazinanes Fused pyran derivatives Carbon transfer reactions
Singh, Kamaljit
Singh, Jasbir
Singh, Harjit
Acid catalysed condensations of various 2 substituted 1,3-oxazinanes 3 and 1,3-oxazolidines 4 with cyclic carbon nucleophiles viz. 5,5-dimethyl-1,3-cyclohexanedione and 1,3-cyclohexanedione furnish xanthene derivatives, whereas a Knoevenagel reaction proceeds with acyclic nucleophiles. In case of 4b and 4c, a unique synthesis of functionalised α-tetralones has emerged. Reactions of mixtures of cyclic and acyclic carbon nucleophiles with 3 provide some functionalised and partially reduced benzopyran derivatives.
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