862893-81-0 Usage
Uses
Used in Chemical Catalysis:
2-(2,4,6-Trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c][1,2,4]triazol-4-ylium chloride is used as a catalyst in various chemical reactions, enhancing their efficiency and selectivity. Its unique structure allows it to facilitate complex reaction pathways and improve the overall yield of desired products.
Used in Intermolecular Hydroacylation of Cyclopropenes:
In the chemical industry, 2-(2,4,6-Trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c][1,2,4]triazol-4-ylium chloride is used as a catalyst for intermolecular hydroacylation of cyclopropenes. This application takes advantage of its ability to promote the formation of new carbon-carbon bonds, leading to the synthesis of valuable molecular structures.
Used in Crossed Acyloin Condensations:
2-(2,4,6-Trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c][1,2,4]triazol-4-ylium chloride also serves as a catalyst in crossed acyloin condensations, a reaction that is crucial for the synthesis of complex organic molecules. Its role in this process is to lower the activation energy and increase the reaction rate, resulting in more efficient production of desired compounds.
Used in Domino Ring-Opening Redox Amidation:
2-(2,4,6-Trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c][1,2,4]triazol-4-ylium chloride is utilized in domino ring-opening redox amidation reactions, where it acts as a catalyst to facilitate a series of bond-forming and bond-breaking events. This leads to the formation of intricate molecular architectures in a single operation.
Used in Knoevenagel Condensation:
As a catalyst in Knoevenagel condensation reactions, this compound promotes the formation of conjugated systems in organic molecules, which are important for various applications, including pharmaceuticals and materials science.
Used in Claisen Rearrangement:
In Claisen rearrangement reactions, 2-(2,4,6-Trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c][1,2,4]triazol-4-ylium chloride acts as a catalyst to facilitate the migration of an allyl or benzyl group, leading to the formation of valuable rearranged products.
Used in Lewis Acidand N-Heterocyclic Carbene-Catalyzed Cyclocondensation Reaction:
2-(2,4,6-Trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c][1,2,4]triazol-4-ylium chloride is employed as a catalyst in Lewis acidand N-heterocyclic carbene-catalyzed cyclocondensation reactions, where it aids in the formation of cyclic compounds through the condensation of various reactants. Its use in this context highlights its versatility in catalyzing different types of chemical transformations.
Used in Bode Catalyst for Enantioselective Cyclizations:
2-(2,4,6-Trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c][1,2,4]triazol-4-ylium chloride is also used as a Bode catalyst for enantioselective cyclizations, enabling the synthesis of chiral compounds with high enantiomeric purity. This is particularly important in the pharmaceutical industry, where the stereochemistry of a molecule can significantly impact its biological activity and safety.
Check Digit Verification of cas no
The CAS Registry Mumber 862893-81-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,6,2,8,9 and 3 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 862893-81:
(8*8)+(7*6)+(6*2)+(5*8)+(4*9)+(3*3)+(2*8)+(1*1)=220
220 % 10 = 0
So 862893-81-0 is a valid CAS Registry Number.
InChI:InChI=1/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
862893-81-0Relevant articles and documents
N-heterocyclic carbene-catalyzed annulation of α-cyano-1,4-diketones with ynals
Romanov-Michailidis, Fedor,Besnard, Celine,Alexakis, Alexandre
supporting information, p. 4906 - 4909,4 (2012/12/12)
In this paper, the first stereoselective annulation reaction between r-cyano-1,4-diketones and ynals, mediated by catalytic amounts of a triazolium salt precatalyst and cocatalytic amounts of a weak carboxylate base, is disclosed. The title transformation proceeds smoothly under mild reaction conditions and generates three contiguous stereogenic centers, one of which is a quaternary acetal carbon. This reaction tolerates a wide variety of electronically distinct substituents on both reaction partners and affords privileged bicyclic scaffolds in 61-90% isolated yields and with up to 20:1 diastereomeric preference.
N-heterocyclic carbene-catalyzed annulation of α-cyano-1,4-diketones with ynals
Romanov-Michailidis, Fedor,Besnard, Céline,Alexakis, Alexandre
supporting information, p. 4906 - 4909 (2013/01/15)
In this paper, the first stereoselective annulation reaction between r-cyano-1,4-diketones and ynals, mediated by catalytic amounts of a triazolium salt precatalyst and cocatalytic amounts of a weak carboxylate base, is disclosed. The title transformation proceeds smoothly under mild reaction conditions and generates three contiguous stereogenic centers, one of which is a quaternary acetal carbon. This reaction tolerates a wide variety of electronically distinct substituents on both reaction partners and affords privileged bicyclic scaffolds in 61-90% isolated yields and with up to 20:1 diastereomeric preference.
ENANTIOSELECTVE REACTIONS CATALYZED BY CHIRAL TRIAZOLIUM SALTS
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Page/Page column 55-56, (2010/11/28)
This invention provides a convenient method for converting imines and other electrophiles into heterocyclic ring systems. The process does not require the use of metallic reagents, and is catalyzed by an organic heterocyclic carbene catalyst. Accordingly,
