Category: 1469801-67-9

Wu, Zijun; Jiang, Di; Wang, Jian published an article in 2019, the title of the article was Carbene-catalyzed oxidative acylation promoted by an unprecedented oxidant CCl3CN.Application In Synthesis of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate And the article contains the following content:

An unprecedented example of a NHC-catalyzed acylation reaction promoted by an oxidant CCl3CN is described. This protocol features several advantages, including mild reaction conditions, broad substrate scope, and easy operation. In addition, low cost, low b.p., and small mol. weight allow CCl3CN to be an attractive and amenable oxidant. Meanwhile, this formal dehydrogenative coupling reaction of aldehydes RCHO (R = 4-chlorophenyl, quinolin-2-yl, naphthalen-2-yl, etc.) and alcs. R1OH (R1 = Benzyl, 2-methylpiperidin-1-yl, diethylaminyl, etc.) involves a hydride transfer process. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).Application In Synthesis of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

The Article related to ester preparation, aldehyde alc oxidative acylation carbene catalyst, General Organic Chemistry: Synthetic Methods and other aspects.Application In Synthesis of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Chen, Xingkuan; Fang, Xinqiang; Chi, Yonggui Robin published an article in 2013, the title of the article was cis-Enals in N-heterocyclic carbene-catalyzed reactions: distinct stereoselectivity and reactivity.Product Details of 1469801-67-9 And the article contains the following content:

The first successful generation of cis-homoenolate equivalent from cis-enals under the catalysis of N-heterocyclic carbenes (NHCs) has been realized. The cis-homoenolate intermediates undergo effective reactions with α,β-unsaturated imines to afford chiral cyclic ketone products, e.g., I and II. Compared to the trans-enals, cis-enals show different stereoselectivities and new reactivity patterns. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).Product Details of 1469801-67-9

The Article related to enal imine cyclization heterocyclic carbene, cyclic ketone stereoselective preparation, heterocyclic carbene stereoselective cyclization catalyst, Heterocyclic Compounds (One Hetero Atom): Ethylene Oxides and other aspects.Product Details of 1469801-67-9

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On May 1, 2020, Liu, Bin; Song, Runjiang; Xu, Jun; Majhi, Pankaj Kumar; Yang, Xing; Yang, Song; Jin, Zhichao; Chi, Yonggui Robin published an article.Product Details of 1469801-67-9 The title of the article was Access to Optically Enriched α-Aryloxycarboxylic Esters via Carbene-Catalyzed Dynamic Kinetic Resolution and Transesterification. And the article contained the following:

Optically active α-aryloxycarboxylic acids and their derivatives were important functional mols. A carbene-catalyzed dynamic kinetic resolution and transesterification reaction for access to this class of mols. with up to 99% yields and 99:1 er values. Addition of a chiral carbene catalyst to the ester substrate leads to two diastereomeric azolium ester intermediates that could be quickly epimerize to each other and thus allowed for effective dynamic kinetic resolution to be realized. The optically enriched ester products I [R = Me, Et, i-Pr, etc.; Ar = Ph, 4-MeC6H4, 2-ClC6H4, etc.; Ar1 = 1-naphthyl] from our reaction could be quickly transformed to chiral herbicides and other bioactive mols. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).Product Details of 1469801-67-9

The Article related to aryloxycarboxylic ester enantioselective preparation, aryloxy ester naphthalenemethanol transesterification, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Esters, Acyl Peroxides, Acyl Halides and other aspects.Product Details of 1469801-67-9

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Li, Yan; Li, Zhilin; Zhang, Zhiqiang published an article in 2021, the title of the article was Mechanism and regio- and stereoselectivity in an NHC-catalyzed Mannich/lactamization domino reaction.Formula: C21H24BF4N3 And the article contains the following content:

D. functional theory (DFT) calculations (M06-2X) have been employed to disclose the mechanisms and regio- and stereo-selectivities of the N-heterocyclic carbene (NHC)-catalyzed reaction of 2-benzothiazolimines and α-chloroaldehydes. The preferred mechanism is initiated by the nucleophilic attack of NHC on α-chloroaldehyde (first step), followed by 1,2-proton transfer which was assisted by the Bronsted acid DABCO·H+ to generate the Breslow intermediate (second step). The cleavage of the C-Cl bond (third step) and deprotonation (fourth step) form the enolate intermediate. This further reacts with 2-benzothiazolimine which leads to the formation of a new C-C bond (fifth step). Subsequent cyclization takes place via the formation of a new C-N bond (sixth step). Catalyst regeneration completes the whole catalytic cycle and affords the final product (seventh step). The DFT results indicate that the fifth step determines the stereochem. of the reaction and leads to benzothiazolopyrimidinone with the SS configuration, which agrees well with exptl. observations. Intramol. cyclization is found to be the regioselectivity-determining step, for which the [4+2] annulation pathway is more preferred than that via [2+2] annulation, which again agrees well with exptl. observations. Based on the mechanism proposed, the origins of regio- and stereoselectivities have also been investigated by performing distortion/interaction, natural bond orbital (NBO) and non-covalent interaction (NCI) analyses. The mechanistic insights gained in this work should be helpful in the rational design of potential catalysts for analogous reactions. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).Formula: C21H24BF4N3

The Article related to heterocyclic carbene catalyst mannich lactamization mechanism, Physical Organic Chemistry: Ring Formation, Cleavage, Enlargement, and Contraction and other aspects.Formula: C21H24BF4N3

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Squitieri, Richard A.; Fitzpatrick, Keegan P.; Jaworski, Ashley A.; Scheidt, Karl A. published an article in 2019, the title of the article was Synthesis and Evaluation of Azolium-Based Halogen-Bond Donors.Application In Synthesis of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate And the article contains the following content:

A method for the synthesis of iodinated imidazolium and triazolium N-heterocyclic halogen-bond-donor catalysts was developed. This approach was applied to the synthesis of a variety of 1,2,4-triazolium salts to prepare a series of novel chiral halogen-bond-donor catalysts. The counterions of the iodinated triazoliums were readily exchanged with chiral and achiral non-coordinating counterions to produce unique scaffolds. Their ability to promote/catalyze a conjugate addition reaction with indole was investigated. Through these initial studies, a set of general guidelines and considerations for the application of these halogen-bond donors in organocatalysis was established. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).Application In Synthesis of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

The Article related to azolium salt catalyst preparation crystal structure, indole phenylbutenone azolium salt catalyst conjugate addition reaction, lewis bases, azolium, catalysis, conjugate addition, halogen bonding and other aspects.Application In Synthesis of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On August 9, 2021, Bay, Anna V.; Fitzpatrick, Keegan P.; Gonzalez-Montiel, Gisela A.; Farah, Abdikani Omar; Cheong, Paul Ha-Yeon; Scheidt, Karl A. published an article.SDS of cas: 1469801-67-9 The title of the article was Light-Driven Carbene Catalysis for the Synthesis of Aliphatic and α-Amino Ketones. And the article contained the following:

Single-electron N-heterocyclic carbene (NHC) catalysis has gained attention recently for the synthesis of C-C bonds. Guided by d. functional theory and mechanistic analyses, authors report the light-driven synthesis of aliphatic and α-amino ketones using single-electron NHC operators. Computational and exptl. results reveal that the reactivity of the key radical intermediate is substrate-dependent and can be modulated through steric and electronic parameters of the NHC. Catalyst potential is harnessed in the visible-light driven generation of an acyl azolium radical species that underwent selective coupling with various radical partners to afford diverse ketone products. This methodol. is showcased in the direct late-stage functionalization of amino acids and pharmaceutical compounds, highlighting the utility of single-electron NHC operators. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).SDS of cas: 1469801-67-9

The Article related to aliphatic amino ketone preparation, acyl imidazole amino acid benzyl hantzsch ester benzylation, carbene, catalysis, density functional theory, late-stage functionalization, photochemistry and other aspects.SDS of cas: 1469801-67-9

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On September 21, 2018, Sun, Jun; Mou, Chengli; Wang, Zhongyao; He, Fangcheng; Wu, Jian; Chi, Yonggui Robin published an article.Quality Control of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate The title of the article was Carbene-Catalyzed [4 + 2] Cycloadditions of Vinyl Enolate and (in Situ Generated) Imines for Enantioselective Synthesis of Quaternary α-Amino Phosphonates. And the article contained the following:

A carbene-catalyzed enantioselective addition of enals to five-membered cyclic imines is developed. The reaction gives chiral quaternary α-amino phosphonates bearing tetrasubstituted C centers with excellent enantioselectivities. The imine substrates can be generated in situ from the corresponding amines under an oxidative condition that is compatible with the carbene catalysis. Thus, a 1-pot cross-dehydrogenative-coupling (CDC) reaction between enals and amines is also realized with high enantioselectivity remaining. The method provides quick enantioselective access to amino phosphonates with potential applications in medicines and pesticides. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).Quality Control of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

The Article related to carbene catalyzed cycloaddition vinyl enolate imine, ketiminophosphonate cyclic preparation cycloaddition vinyl enolate carbene catalyst, quaternary alpha amino phosphonate preparation, crystal structure benzoisothiazolopyridinylphosphonate quaternary alpha amino phosphonate, mol structure benzoisothiazolopyridinylphosphonate quaternary alpha amino phosphonate and other aspects.Quality Control of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On January 14, 2015, Goodman, C. Guy; Walker, Morgan M.; Johnson, Jeffrey S. published an article.Computed Properties of 1469801-67-9 The title of the article was Enantioconvergent Synthesis of Functionalized γ-Butyrolactones via (3 + 2)-Annulation. And the article contained the following:

A dynamic kinetic resolution of β-halo α-keto esters, RO2CC(:O)CHXR’ [R = Me, Bu-t, R’ = CH2Ph, X = Cl; R = Bu-t, R’ = Ph, Me, CH2CH2Me, CH2CCSiMe3, (CH2)3OCH2Ph; R = Bu-t, R’ = Ph, X = F] in an asym. homoenolate reaction is described. A chiral N-hetereocyclic carbene catalyzes the a3 → d3-umpolung addition of α,β-enals to racemic α-keto esters, forming γ-butyrolactones I [R1 = Ph, C6H4OMe-4, C6H4Cl-4, C6H4Me-4, C6H4Me-3, thien-2-yl, furan-2-yl, CH:CHPh-(E), CO3Et] and II [R2 = Ph, Me, CH2CH:CH2, CH2CCSiMe3, (CH2)3OCH2Ph, X = Cl; R = Ph, X = F] with three contiguous stereocenters. The addition occurs with high regio-, diastereo-, and enantiocontrol. This methodol. constitutes an intermol. DKR process to set three stereocenters during the key bond forming event. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).Computed Properties of 1469801-67-9

The Article related to butyrolactone gamma derivative enantioconvergent annulation synthesis, halo keto ester dynamic kinetic resolution asym homoenolate reaction, alkenal annulation halo keto ester hetereocyclic carbene catalyst, regioselective annulation halo keto ester alkenal hetereocyclic carbene catalyst and other aspects.Computed Properties of 1469801-67-9

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Lee, Anna; Scheidt, Karl A. published an article in 2015, the title of the article was N-Heterocyclic carbene-catalyzed enantioselective annulations: a dual activation strategy for a formal [4+2] addition for dihydrocoumarins.Name: (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate And the article contains the following content:

A highly efficient asym. formal [4+2] annulation for the synthesis of dihydrocoumarins has been developed via an in situ activated NHC catalysis. Both electrophilic and nucleophilic species are generated in situ simultaneously whereby acyl imidazoles facilitated rapid formation of an NHC-enolate intermediate to afford the [4+2] dihydrocoumarin adducts. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).Name: (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

The Article related to nitrogen heterocyclic carbene catalyzed enantioselective formal annulation addition, dihydrocoumarin adduct preparation in situ activated nhc catalyst, acylimidazole facilitated nhc enolate intermediate formation, in situ generated electrophile nucleophile dihydrocoumarin preparation and other aspects.Name: (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

On March 18, 2015, Goodman, C. Guy; Walker, Morgan M.; Johnson, Jeffrey S. published an article.Safety of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate The title of the article was Enantioconvergent Synthesis of Functionalized γ-Butyrolactones via (3 + 2)-Annulation [Erratum to document cited in CA162:137454]. And the article contained the following:

Some of the catalyst identifiers (A-G) used in the Supporting Information did not match those shown in the paper; the Supporting Information has been updated. The authors were made aware of several relevant publication involving enantioconvergent proline-catalyzed aldol reactions of chiral racemic electrophiles and provide the relevant citation information. The experimental process involved the reaction of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate(cas: 1469801-67-9).Safety of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

The Article related to erratum butyrolactone gamma derivative enantioconvergent annulation synthesis, halo keto ester kinetic resolution asym homoenolate reaction erratum, alkenal annulation halo keto ester hetereocyclic carbene catalyst erratum, regioselective annulation halo keto ester alkenal erratum and other aspects.Safety of (R)-5-Benzyl-2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics