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Iodine-enabled organoelectrocatalysis: enantioselective cross dehydrogenative coupling of sulfides and aldehydes.
- Source :
-
Green Chemistry . 3/7/2024, Vol. 26 Issue 5, p2546-2551. 6p. - Publication Year :
- 2024
-
Abstract
- A method for the direct asymmetric α-sulfenylation of aldehydes with sulfides was developed. By merging electrochemistry and asymmetric organocatalysis, we obtained α-sulfenylated aldehydes with good to excellent enantioselectivities. Mechanistic investigations indicated a pivotal role of iodine as a catalytic mediator, not only facilitating redox transformations but also possibly contributing to the formation of sulfenyl iodide (RSI) intermediates derived from electrochemically generated disulfides. Our metal-free protocol offers a sustainable and efficient route to access a wide array of α-sulfenylated aldehydes. Remarkably, these transformations take place at room temperature, obviating the need for additional stoichiometric oxidants, thus exemplifying an environmentally friendly and practical synthetic strategy. [ABSTRACT FROM AUTHOR]
- Subjects :
- *ALDEHYDES
*SULFIDES
*DISULFIDES
*ORGANOCATALYSIS
*ELECTROCHEMISTRY
Subjects
Details
- Language :
- English
- ISSN :
- 14639262
- Volume :
- 26
- Issue :
- 5
- Database :
- Academic Search Index
- Journal :
- Green Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 175824699
- Full Text :
- https://doi.org/10.1039/d3gc03828a