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Metal‐Free Direct C−H Cyanation of Alkenes
- Source :
- Angewandte Chemie (International Ed. in English), Angewandte Chemie International Edition
- Publication Year :
- 2018
- Publisher :
- Wiley, 2018.
-
Abstract
- A metal‐free and direct alkene C−H cyanation is described. Directing groups are not required and the mechanism involves electrophilic activation of the alkene by a cyano iodine(III) species generated in situ from a [bis(trifluoroacetoxy)iodo]arene and trimethylsilyl cyanide as the cyanide source. This C−H functionalization can be conducted on gram scale, and for noncyclic 1,1‐ and 1,2‐disubstuted alkenes high stereoselectivity is achieved, thus rendering the method highly valuable.
- Subjects :
- Hypervalent Compounds
Cyanide
chemistry.chemical_element
Cyanation
010402 general chemistry
Iodine
01 natural sciences
Medicinal chemistry
Catalysis
C−H functionalization
chemistry.chemical_compound
Trimethylsilyl cyanide
cyanation
chemistry.chemical_classification
alkenes
010405 organic chemistry
Alkene
Communication
General Medicine
General Chemistry
Communications
0104 chemical sciences
chemistry
Electrophile
synthetic methods
Surface modification
Stereoselectivity
Subjects
Details
- ISSN :
- 15213773 and 14337851
- Volume :
- 57
- Database :
- OpenAIRE
- Journal :
- Angewandte Chemie International Edition
- Accession number :
- edsair.doi.dedup.....d3933088d371a4fff9a2c7f64fefbd05