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Copper-free arylation of 3,3-disubstituted allylic halides with triazene-softened aryl Grignard reagents
- Source :
- Organic & Biomolecular Chemistry. 13:6333-6337
- Publication Year :
- 2015
- Publisher :
- Royal Society of Chemistry (RSC), 2015.
-
Abstract
- A copper-free allylic arylation reaction between 3,3-disubstituted allylic halides and triazene-softened aryl Grignard reagents has been developed. This protocol presents a direct and efficient way to construct both α- or γ-isomers with high regioselectivity under environmentally benign conditions. Various functional groups can be tolerated in the reaction and the products are of high value for multiple synthetic applications. The α- and γ-isomers can be converted to the corresponding 3H-indole and indole derivatives in multigram scale respectively.
- Subjects :
- Indole test
Allylic rearrangement
Indoles
Molecular Structure
Aryl
Organic Chemistry
Halide
chemistry.chemical_element
Regioselectivity
Stereoisomerism
Biochemistry
Copper
Allyl Compounds
chemistry.chemical_compound
chemistry
Reagent
Organometallic Compounds
Organic chemistry
Triazenes
Physical and Theoretical Chemistry
Triazene
Subjects
Details
- ISSN :
- 14770539 and 14770520
- Volume :
- 13
- Database :
- OpenAIRE
- Journal :
- Organic & Biomolecular Chemistry
- Accession number :
- edsair.doi.dedup.....6edc51bee960b206352e05c308ec09db