ELECTRON IMPACT INDUCED ELIMINATIONS. III. ELIMINATION OF SO2vs.REMOTE GROUP INTERACTIONS IN ARYL ALLYL SULFONES, 1,4-BIS(ARYLSULFONYL)-2-BUTENES, 1-ARYLOXY-4-ARYLSULFONYL-2-BUTENES, AND 4-[(PHENYLSULFONYL)METHYL]-2H-1-BENZOPYRANS
- 1 August 1976
- journal article
- research article
- Published by Taylor & Francis in Phosphorus and Sulfur and the Related Elements
- Vol. 1 (1) , 67-73
- https://doi.org/10.1080/03086647608070713
Abstract
Aryl allyl sulfones, analogous to propynyl sulfones, undergo facile SO2 elimination under electron impact. However, the 2-butenyl-1,4-diaryl sulfones, analogous to the 2-butynyl-1,4-diaryl sulfones exhibit propensities of remote group interaction and extrusion of the C4H6 moiety separating the sulfone functions. Where such remote group interaction is structurally prevented, as in the 4-[(phenylsulfonyl)methyl]-2H-1-benzopyrans, SO2 extrusion is a major fragmentation pathway.Keywords
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