References
- Thyagarajan , B. S. , Wood , B. F. Jr. and Swynnerton , N. F. 1985 . Phosphorus and Sulfur , 21 : 357
- To our knowledge there is no available data of acidities of methylenes adjacent to an arylsulfonyl function nor of their sensitivity to the nature of the substituent on the aromatic ring. We plan to explore this aspect of our study in a more quantitative fashion in future publications
- Thyagarajan , B. S. , Wood , B. F. Jr. and Swynnerton , N. F. 1984 . Phosphorus and Sulfur , 21 : 5 This point was brought out in our earlier publication based upon the observed regiospecificity of the addition of thiols to 1 and 2 (ref. 1). Further support that 5 rearranges to the allene was demonstrated by the fact that 5 affords 1,4-diarylsulfonyl-1,3-butadienes under similar conditions (however, in the absence of ArSH). See
- Bridges , A. J. and Fischer , J. W. 1984 . J. Org. Chem. , 49 : 2954 This has been observed for sulfide- and sulfone-substituted dienes
- Akermark , B. , Nystrom , J. , Rein , T. , Backvall , J. , Helquist , P. and Aslanian , R. 1984 . Tetrahedron Lett. , 25 : 5719
- Eisch , J. J. , Galle , J. E. and Hallenback , L. E. 1982 . J. Org. Chem. , 47 : 1610 Although 1,3-butadien-1-yl phenyl sulfone has been described in 2 + 2 addition reactions by the diene itself was not characterized as a pure entity. Instead, 1-amino-4-(phenyl-sulfonyl)-2-butene was employed as “a convenient, storable source of” the diene
- Thyagarajan , B. S. , Majumdar , K. C. and Bates , D. K. 1975 . J. Het. Chem. , 12 : 59
- The relative peak heights of the signals from the vinylic protons were determined at two different spectrum amplitudes (12.5 and 40). All the E/Z ratios determined from these spectra were within ± 5% the “true” composition of the mixtures at sp. amp. 12.5 and within ± 1% at sp. amp. 40. See below: E/Z Ratios Determined from the Relative Peak Heights of Vinyl Protons Authentic E/Z Ratio of Comp.