Back to Search
Start Over
Iridium-catalyzed hydroiodination of functionalized alkynes
- Source :
- Journal of Organometallic Chemistry. 696:433-441
- Publication Year :
- 2011
- Publisher :
- Elsevier BV, 2011.
-
Abstract
- The efficiency of an Ir(I)/HI system has been studied. The association of hydroiodic acid with iridium has been tested in the catalytic hydroiodination of alkynes. The use of [Ir(cod)Cl]2 dimer led to clean hydroiodination reactions and afforded the corresponding vinyliodides as a mixture of derivatives, where the Markovnikov type adduct was found to be the major product (80/20 to 93/7 ratio), in good yields. The mechanism was investigated and two main pathways seemed to be involved, one based on an initial oxidative addition of HI to the Ir(I) complex and the other one based on a π-activation of the alkyne moiety. The corresponding vinyliodides were engaged in Pd-catalyzed cross-coupling (Sonogashira and Suzuki–Miyaura) reactions under organoaqueuous conditions.
- Subjects :
- chemistry.chemical_classification
Organic Chemistry
Markovnikov's rule
Alkyne
chemistry.chemical_element
Sonogashira coupling
Biochemistry
Medicinal chemistry
Oxidative addition
Coupling reaction
Adduct
Inorganic Chemistry
chemistry
Materials Chemistry
Moiety
Organic chemistry
Iridium
Physical and Theoretical Chemistry
Subjects
Details
- ISSN :
- 0022328X
- Volume :
- 696
- Database :
- OpenAIRE
- Journal :
- Journal of Organometallic Chemistry
- Accession number :
- edsair.doi...........0974f5be5fabcf580bb46c1a08d08505