Abstract
Treatment of 2-butynyl phenyl sulfone (V) and five benzaldehyde derivatives with sodium hydride afforded six kinds of products. Two 1 : 2 adducts of V and benzaldehyde derivatives were assigned to cis- and trans-1, 3-dioxin (VI and VII, respectively), and the third group of compounds produced by condensation of VI and/or VII with benzaldehydes and subsequent dehydration were assigned to VIII. The fourth type of products were 1 : 1 addition compounds of V and benzaldehyde derivatives, and ascribed to 3-methyl-4-aryl-1-phenylsulfonyl-3-buten-2-one, IX. The condensation products of IX and the corresponding benzaldehydes were assigned to X. Moreover the direct condensation product of V and m-methoxybenzaldehyde was ascribed to the structure of XI. The plausible mechanisms of the reactions and the physical properties of these products are presented in detail.
