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The Rh(<scp>ii</scp>)-catalyzed formal N–S bond insertion reaction of aryldiazoacetates into N-phenyl-sulfenyl phthalimide
- Source :
- Chemical Communications. 52:6079-6082
- Publication Year :
- 2016
- Publisher :
- Royal Society of Chemistry (RSC), 2016.
-
Abstract
- The Rh(ii)-catalyzed sulfur ylide [1,2]-rearrangement of carbenoids generated from aryldiazoacetates has been realized via N-S bond insertion, generating tertiary sulfides in moderate to excellent yields. This demonstrates the first use of the sulfur ylide [1,2]-rearrangement undergoing N-S bond insertion. This protocol could proceed smoothly with high regioselectivity, low catalyst loading (0.1 mol% Rh2(OAc)4), gram-scale reaction and broad substrate scope. And the product could be converted into glycine derivatives through simple procedures.
- Subjects :
- chemistry.chemical_classification
010405 organic chemistry
Metals and Alloys
Substrate (chemistry)
chemistry.chemical_element
Regioselectivity
General Chemistry
010402 general chemistry
01 natural sciences
Sulfur
Medicinal chemistry
Catalysis
0104 chemical sciences
Surfaces, Coatings and Films
Electronic, Optical and Magnetic Materials
Phthalimide
chemistry.chemical_compound
chemistry
Insertion reaction
Ylide
Materials Chemistry
Ceramics and Composites
Organic chemistry
Subjects
Details
- ISSN :
- 1364548X and 13597345
- Volume :
- 52
- Database :
- OpenAIRE
- Journal :
- Chemical Communications
- Accession number :
- edsair.doi.dedup.....9ec49f414d6fb07976f8385eb5a06a74