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DOI: 10.1055/a-2222-3695
An Improved Protocol for the Synthesis of Carbonyl Sulfoxonium Ylides
This work was supported by Sao Paulo State Research Foundation – FAPESP (fellowships for J.A.M.V. grand number 2021/06549-0 and financial support to A.C.B.B. grand number 2023/02675 and 2020/15230-5) and National Council for Scientific and Technological Development (CNPq) (140022/2021-0).
Abstract
An improved protocol for the synthesis of carbonyl sulfoxonium ylides from the reaction between trimethylsulfoxonium iodide and reactive carboxylic acid derivatives is described. In a one-pot, two-step sequence, these sulfoxonium ylides could be obtained in up to 81% yield with shorter reaction times and lesser equivalent numbers of the reactants when compared to the previous methods. These improvements make the method less expensive and ideal for larger scale preparations as well, not necessitating excess of the trialkylsulfoxonium salt starting material. An easier workup procedure, avoiding solvent extraction, is also discussed and facilitates product isolation.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2222-3695.
- Supporting Information
Publication History
Received: 28 September 2023
Accepted after revision: 04 December 2023
Accepted Manuscript online:
04 December 2023
Article published online:
18 January 2024
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