Hatial, Ishita ; Das, Joyee ; Ghosh, Ananta K. ; Basak, Amit (2015) Base-Induced Cyclization of Propargyl Alkenylsulfones: A High-Yielding Synthesis of 4,5-Disubstituted 2H-Thiopyran 1,1-Dioxides European Journal of Organic Chemistry, 2015 (27). pp. 6017-6024. ISSN 1434-193X
Full text not available from this repository.
Official URL: http://doi.org/10.1002/Ejoc.201500633
Related URL: http://dx.doi.org/10.1002/Ejoc.201500633
Abstract
The base-induced cyclization of eneynesulfones to give 2H-thiopyran 1,1-dioxides is described. A convenient synthesis of 4,5-disubstituted 2H-thiopyran 1,1-dioxides is reported through a base induced process starting from eneyne sulfones. Except for strongly electron-withdrawing groups, the reaction tolerated a wide variety of substituents in the two aryl rings. This finding represents a major departure from the behaviour of the corresponding ethers. The reaction most probably proceeds through a 6π-electrocyclization from an in-situ-generated 1,3,5-trienyl sulfinate.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons. |
| ID Code: | 129998 |
| Deposited On: | 02 Dec 2022 06:03 |
| Last Modified: | 05 Dec 2022 05:38 |
Repository Staff Only: item control page
