688487
2-Mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium chloride
97%
Synonyma:
Bode Catalyst 3
About This Item
Doporučené produkty
assay
97%
form
solid
reaction suitability
reagent type: catalyst
mp
200-205 °C
SMILES string
[Cl-].Cc1cc(C)c(c(C)c1)-[n+]2cn3CCCc3n2
InChI
1S/C14H18N3.ClH/c1-10-7-11(2)14(12(3)8-10)17-9-16-6-4-5-13(16)15-17;/h7-9H,4-6H2,1-3H3;1H/q+1;/p-1
InChI key
KKBONGWVMVUYPA-UHFFFAOYSA-M
Application
- Intermolecular hydroacylation of cyclopropenes
- Crossed acyloin condensations
- Domino ring-opening redox amidation Knoevenagel condensation
- Claisen rearrangement
- Lewis acid- and N-heterocyclic carbene-catalyzed cyclocondensation reaction
- Bode catalyst for enantioselective cyclizations
Legal Information
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Sortimentní položky
Rovis has demonstrated that triazolium salt in the presence of a base can act as an N-heterocyclic carbene organocatalyst1 in highly enantioselective intramolecular Stetter reactions.
Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.
Knoevenagelova kondenzace je organická reakce pojmenovaná po Emilu Knoevenagelovi. Jedná se o klasickou reakci tvorby C-C vazby a modifikaci Aldolovy kondenzace.
Související obsah
The Bode Group aims to develop new reactions and reagents for the synthesis of complex molecules. The Bode Group has developed N-mesityl-substituted NHCs as organocatalysts for the catalytic generation of reactive species including activated carboxylates, homoenolates, and enolates. These novel catalysts and reactions have made possible a new generation of highly enantioselective annulations from simple starting materials under mild reaction conditions, usually at room temperature and without added reagents. Furthering the goal of designing new reagents to enable the assembly of complex molecules, the Bode group has developed SnAP reagents for the facile, one-pot conversion of aldehydes into N-unprotected, saturated N-heterocycles, including bicyclic and spirocyclic structures. These easy to handle reagents provide a simple and robust alternative to the challenging and restrictive cross-coupling methods for the functionalization of saturated N-heterocycles.
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