A Sulfur Monoxide Surrogate Designed for the Synthesis of Sulfoxides and Sulfinamides **
Abstract: Sulfur monoxide (SO) is a highly reactive species that cannot be isolated in bulk. However, SO can play a pivotal role as a fundamental building block in organic synthesis. Reported herein is the design and application of a sulfinylhydrazine reagent as an easily prepared sulfur monoxide surrogate. We show facile thermal SO transfer from this reagent to dienes where a reaction using a mechanistic probe suggests the generation of singlet SO. Combined with Grignard reagents and appropriate carbon or nitrogen electrophiles, the reagent serves as an effective “SO” donor to enable the one‐pot, three‐component synthesis of sulfoxides and sulfinamides.
- Location
-
Deutsche Nationalbibliothek Frankfurt am Main
- Extent
-
Online-Ressource
- Language
-
Englisch
- Bibliographic citation
-
A Sulfur Monoxide Surrogate Designed for the Synthesis of Sulfoxides and Sulfinamides ** ; day:20 ; month:11 ; year:2023 ; extent:6
Angewandte Chemie / International edition. International edition ; (20.11.2023) (gesamt 6)
- Creator
-
Austrup, David
Saito, Fumito
- DOI
-
10.1002/anie.202315123
- URN
-
urn:nbn:de:101:1-2023112114591704612723
- Rights
-
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
-
15.08.2025, 7:36 AM CEST
Data provider
This object is provided by:
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Deutsche Nationalbibliothek. If you have any questions about the object, please contact the data provider.
Associated
- Austrup, David
- Saito, Fumito
Other Objects (12)
A Sulfur Monoxide Surrogate Designed for the Synthesis of Sulfoxides and Sulfinamides **
Sulfur Monoxide Release and Capture: A Computational Study
Carbon monoxide in organic synthesis : carbonylation chemistry
An Adduct of Sulfur Monoxide to a Frustrated Sn/P Lewis Pair
Sulfur Reagents in Organic Synthesis
Synthesis and Structure of Protonated Sulfur Dioxide
Synthesis and Structure of Protonated Sulfur Dioxide
Sulfur monoxide dimer chemistry as a possible source of polysulfur in the upper atmosphere of Venus
Extending Designed Linear Biocatalytic Cascades for Organic Synthesis
Carbon monoxide in organic synthesis : [Rev. transl. of the German ed.]
Sulfur-containing polymers : from synthesis to functional materials
Synthesis of sulfur karrikin bioisosteres as potential neuroprotectives
A Sulfur Monoxide Surrogate Designed for the Synthesis of Sulfoxides and Sulfinamides **
Sulfur Monoxide Release and Capture: A Computational Study
Carbon monoxide in organic synthesis : carbonylation chemistry
An Adduct of Sulfur Monoxide to a Frustrated Sn/P Lewis Pair
Sulfur Reagents in Organic Synthesis
Synthesis and Structure of Protonated Sulfur Dioxide
Synthesis and Structure of Protonated Sulfur Dioxide
Sulfur monoxide dimer chemistry as a possible source of polysulfur in the upper atmosphere of Venus
Extending Designed Linear Biocatalytic Cascades for Organic Synthesis
Carbon monoxide in organic synthesis : [Rev. transl. of the German ed.]
Sulfur-containing polymers : from synthesis to functional materials
Synthesis of sulfur karrikin bioisosteres as potential neuroprotectives
A Sulfur Monoxide Surrogate Designed for the Synthesis of Sulfoxides and Sulfinamides **
Sulfur Monoxide Release and Capture: A Computational Study
Carbon monoxide in organic synthesis : carbonylation chemistry
An Adduct of Sulfur Monoxide to a Frustrated Sn/P Lewis Pair
Sulfur Reagents in Organic Synthesis
Synthesis and Structure of Protonated Sulfur Dioxide
Synthesis and Structure of Protonated Sulfur Dioxide
Sulfur monoxide dimer chemistry as a possible source of polysulfur in the upper atmosphere of Venus
Extending Designed Linear Biocatalytic Cascades for Organic Synthesis
Carbon monoxide in organic synthesis : [Rev. transl. of the German ed.]
Sulfur-containing polymers : from synthesis to functional materials