57960-10-8

Upstream product

• 126275-13-6 4-methyl-3-p-tolyl-valeric acid ethyl ester 
• 50390-51-7 4'-methylisobutyrophenone 
• 18228-44-9 2-methyl-1-(p-tolyl)propan-1-ol 
• 1866-39-3 4-methylcinnamic acid 
• 75-26-3 isopropyl bromide 
• 1866-39-3 trans-p-methylcinnamic acid 
• 1068-55-9 isopropylmagnesium chloride 
• 59771-04-9 1-Brom-1-(p-tolyl)-isobutan 
• 104-87-0 4-methyl-benzaldehyde 
• 126275-10-3 3-hydroxy-4-methyl-3-p-tolyl-valeric acid ethyl ester 
• 59771-19-6 Diethyl-1-(p-tolyl)-isobutylmalonat 

Downstream Products

• 126275-18-1 3-(4-methylphenyl)-4-methylpentanoyl chloride 
• 1196677-18-5 2-diazo-5-(4-methylphenyl)-6-methylheptan-3-one 
• 126275-14-7 4-Methyl-3-p-tolyl-pentanoic acid cyano-(3-phenoxy-phenyl)-methyl ester 

Relevant academic research and scientific papers

Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones

We report the [Ru(p-cymene)(l-proline)Cl] ([Ru1])-catalyzed cyclization of 1,4,2-dioxazol-5-ones to form dihydroquinoline-2-ones in excellent yields with excellent regioselectivity via a formal intramolecular arene C(sp2)-H amidation. The reactions of the 2- and 4-substituted aryl dioxazolones proceeds initially through spirolactamization via electrophilic amidation at the arene site, which is para or ortho to the substituent. A Hammett correlation study showed that the spirolactamization is likely to occur by electrophilic nitrenoid attack at the arene, which is characterized by a negative ρ value of -0.73.

Quantitative Analysis on Two-Point Ligand Modulation of Iridium Catalysts for Chemodivergent C-H Amidation

The transition-metal-catalyzed nitrenoid transfer reaction is one of the most attractive methods for installing a new C-N bond into diverse reactive units. While numerous selective aminations are known, understanding complex structural effects of the key intermediates on the observed chemoselectivity is still elusive in most cases. Herein, we report a designing approach to enable selective nitrenoid transfer leading to sp2 spirocyclization and sp3 C-H insertion by cooperative two-point modulation of ligands in the CpXIr(III)(κ2-chelate) catalyst system. Computational analysis led us to interrogate structural motifs that can be attributed to the desired mechanistic dichotomy. Multivariate linear regression analysis on the perturbation on the η5-cyclopentadienyl ancillary (CpX) and LX coligand, wherein we prepared over than 40 new catalysts for screening, allowed for construction of an intuitive yet robust statistical model that predicts a large set of chemoselective outcomes, implying that the catalysts' structural effects play a critical role on the chemoselective nitrenoid transfer. On the basis of this quantitative analysis, a new catalytic platform is now established for the unique lactam formation, leading to the unprecedented chemoselective reactivity (up to >20:1) toward a diverse array of competing sites, such as tertiary, secondary, benzylic, allylic C-H bonds, and aromatic πsystem.

Construction of enantioenriched 9H-Fluorene frameworks via a cascade reaction involving remote vinylogous dynamic kinetic resolution

The benzylic C-H group of α,α-dicyanoolefins from 3-substituted 1-indanones could be significantly activated via transmission along the aromatic system, thus enabling dynamic kinetic resolution via a traditional reversible deprotonation- protonation process. Enantioenriched 9-substituted 9H-fluorene frameworks were finally constructed through an asymmetric vinylogous Michael addition to nitroolefins, followed by a cascade cyclization and oxidative aromatization process, under the catalysis of a chiral bifunctional thiourea-tertiary amine.

Synthetic approaches to the daucane sesquiterpene derivatives employing the intramolecular Buchner cyclisation of α-diazoketones

The use of the intramolecular Buchner cyclisation of an α-diazoketone as an approach to the synthesis of daucane sesquiterpenes is described; in particular the synthesis of the cis-fused analogue of dihydro CAF-603. The key step in the synthesis is the intramolecular Buchner cyclisation, which provides the bicyclo[5.3.0]decane framework with the required stereochemistry at the quaternary centre generated in the cyclisation. A synthetic route enabling access to an asymmetric synthesis is also outlined.

1,2-Secopyrethroids: Synthesis of (+/-) α-(RS)-cyano-3-phenoxybenzyl-4-methyl-3-phenyl/p-substituted-phenylpentanoates

A simple, elegant synthesis of (+/-) α-(RS)-cyano-3-phenoxybenzyl-4-methyl-3-phenyl/p-substituted-phenylpentanoates (I,XIV,XXI) has been described.