Rhodium(iii)-catalyzed C–H activation at the C4-position of indole: switchable hydroarylation and oxidative Heck-type reactions of maleimides
- Resource Type
- Authors
- Mahadev Sharanappa Sherikar; Kandikere Ramaiah Prabhu; Raja Kapanaiah; Veeranjaneyulu Lanke
- Source
- Chemical Communications. 54:11200-11203
- Subject
- Indole test
chemistry.chemical_classification
Base (chemistry)
010405 organic chemistry
Metals and Alloys
chemistry.chemical_element
General Chemistry
Oxidative phosphorylation
010402 general chemistry
01 natural sciences
Combinatorial chemistry
Catalysis
0104 chemical sciences
Surfaces, Coatings and Films
Electronic, Optical and Magnetic Materials
Rhodium
chemistry
Materials Chemistry
Ceramics and Composites
Surface modification
Selectivity
- Language
- ISSN
- 1364-548X
1359-7345
A Rh(iii)-catalyzed C-H activation of indole at the C4-position leading to novel and switchable functionalization has been reported by employing a weakly co-ordinating COCF3 group as a directing group. An additive plays an important role in switching the selectivity between 1,4-addition products and Heck-type products. An acid additive led to the formation of 1,4-addition products whereas a base additive promotes the formation of Heck-type products. Deuteration studies and control experiments were helpful to propose the mechanism.