No.135
Sulfene Equivalent
| M1669 | Methanedisulfonyl Dichloride (1) |
5g |
Compound 1 reacts with bases such as Et3N and produces disulfene 2. This compound 2 easily reacts with diene compounds to form [4+2] cycloadduct 3. Therefore, the compound 2 can be used as a trapping reagent for diene compounds because of this property.1) In addition, the compound 2 also reacts with α-olefins to form γ-chloroalkanesulfonyl chloride.2)
References
1) [4+2] Cycloaddition reaction of dienes with sulfenes
a) G. Opitz, M. Deissler, K. Rieth, R. Wegner, H. Irngartinger, B. Nuber, Liebigs Ann., 1995, 2151; b) G. Opitz, M. Deissler, T. Ehlis, K. Rieth, H. Irngartinger, M. L. Ziegler, B. Nuber, Liebigs Ann., 1995, 2137.
2) Sulfonylation of alkenes
H. Goldwhite, M. S. Gibson, C. Harris, Tetrahedron, 1965, 21, 2743.
a) G. Opitz, M. Deissler, K. Rieth, R. Wegner, H. Irngartinger, B. Nuber, Liebigs Ann., 1995, 2151; b) G. Opitz, M. Deissler, T. Ehlis, K. Rieth, H. Irngartinger, M. L. Ziegler, B. Nuber, Liebigs Ann., 1995, 2137.
2) Sulfonylation of alkenes
H. Goldwhite, M. S. Gibson, C. Harris, Tetrahedron, 1965, 21, 2743.
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