136333-71-6

Upstream product

• 930-68-7 cyclohexenone 
• 1679-18-1 4-Chlorophenylboronic acid 
• 106-39-8 bromochlorobenzene 
• 98-80-6 phenylboronic acid 
• 1579298-08-0 1-(1-(4-chlorophenyl)vinyl)cyclobutan-1-ol 
• 106-47-8 4-chloro-aniline 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 822-67-3 Cyclohex-2-enol 
• 100-03-8 4-chlorobenzenesulfinic acid 

Downstream Products

• 1252759-83-3 C₂₉H₃₃ClN₂O 
• 843674-22-6 (R)-3-(4-chlorophenyl)cyclohexan-1-one 
• 28023-90-7 4-chloro-3'-hydroxybiphenyl 
• 1171010-12-0 C₁₂H₁₂BrClO 
• 1171009-98-5 C₁₂H₁₂BrClO 
• 1171009-47-4 C₁₃H₁₃ClN₂ 

Relevant academic research and scientific papers

The synthesis method of one-carbon ring expansion of cycloketone dericatives from β-selenyl cycloketone dericatives

The present invention relates to a method for preparing a cyclic ketone derivative with an increased carbon number by performing a ring expansion reaction of a β-selenyl cyclic ketone derivative. The present invention was first developed by performing the

Electrochemical Radical Selenylation/1,2-Carbon Migration and Dowd-Beckwith-Type Ring-Expansion Sequences of Alkenylcyclobutanols

Electrochemical oxidative radical selenylation/1,2-carbon migration and Dowd-Beckwith-type ring-expansion sequences of alkenylcyclobutanols were developed in this study. This approach is environmentally benign and uses shelf-stable diselenides as selenium

Rh-catalyzed 1,4-addition reactions of arylboronic acids accelerated by co-immobilized tertiary amine in silica mesopores

Mesoporous silica-supported Rh complex catalysts were prepared by simple silane-coupling, followed by complexation, and characterized by FT-IR, SEM, Rh K-edge XAFS, and elemental analysis. Local structures of the Rh complexes in each sample were almost similar to those of a nonporous silica-supported diaminorhodium complex. Co-immobilization of a tertiary amine on the same silica surface induced slight changes to the Rh complex structure in the case of the support with smaller pores. The prepared catalysts showed high activity for the 1,4-addition reaction of phenylboronic acids. Co-immobilization of the tertiary amine increased the reaction rate by more than 7-fold, with turnover number of nearly 8500. The catalytic performance achieved with this novel system is with much higher than that reported previously with a nonporous silica-supported catalyst. The mesoporous silica-supported Rh complex-tertiary amine showed a wide substrate scope, including unsaturated ketones and nitriles. This co-immobilized tertiary amine may activate phenylboronic acid to enhance its reactivity in the transmetalation step with Rh-OH species.

Electronic and Steric Tuning of an Atropisomeric Disulfoxide Ligand Motif and Its Use in the Rh(I)-Catalyzed Addition Reactions of Boronic Acids to a Wide Range of Acceptors

A novel chiral disulfoxide ligand pair bearing fluorine atoms at the 6 and 6′ position of its atropisomeric backbone, (M,S,S)- and (P,S,S)-p-Tol-6F-BIPHESO, was synthesized. Complexation to a rhodium(I) precursor gave rise to μ-Cl- and μ-OH-bridged rhodiu

2-allyl-1-oxo-2, 3-dihydro-1, 2-benzisothiazole

The invention discloses chiral 2-allyl-1-oxo-2, 3-dihydro-1, 2-benzisothiazole and its preparation method and use. The chiral 2-allyl-1-oxo-2, 3-dihydro-1, 2-benzisothiazole is a racemate or an optical isomer shown in the formula I and is characterized in

The promoting effect of pyridine ligands in the Pd-catalysed Heck-Matsuda reaction

An efficient Pd-catalyzed arylation reaction of challenging acyclic olefins, in the presence of an organic ligand, has been disclosed. Commercially available cheap pyridine-based ligands are able to promote good to excellent yields for poorly efficient Heck-Matsuda arylation reactions of several allylic alcohols. A wide range of electronically different arenediazonium salts bearing either electron-releasing or withdrawing groups have been used allowing the synthesis of a range of β-aryl-methoxy-lactols. The catalytic system has been optimised, along with the reaction conditions, in order to achieve remarkable yields in less than 1 h.

Heterogeneous double-activation catalysis: Rh complex and tertiary amine on the same solid surface for the 1,4-addition reaction of aryl- and alkylboronic acids

Double-activation catalysis by a rhodium complex/tertiary amine catalyst for the 1,4-addition of organoboronic acids was investigated. A rhodium complex and a tertiary amine were co-immobilized on the same silica surface by silane-coupling reactions follo

Efficient 1,4-addition of enones and boronic acids catalyzed by a Ni-Zn hydroxyl double salt-intercalated anionic rhodium(III) complex

Intercalation of an in situ prepared [Rh(OH)6]3- complex into an anion exchangeable Ni-Zn layered hydroxy double salt (Rh/NiZn) was demonstrated. The resulting Rh/NiZn effectively catalyzed the 1,4-addition of diverse enones and phenylboronic acids to their corresponding β-substituted carbonyl compounds. In the case of 2-cyclohexen-1-one and phenylboronic acid, a turnover frequency (TOF) of 920 h-1 based on Rh was achieved. The [Rh(OH)6]3- complex maintained its original monomeric trivalent state within the NiZn interlayer following catalysis, attributable to a strong electrostatic interaction between the NiZn host and anionic Rh(III) complex.

Palladium-catalyzed desulfitative conjugate addition of aryl sulfinic acids and direct ESI-MS for mechanistic studies

A new and efficient method for palladium(II) catalytic desulfitative conjugate addition of arylsulfinic acids with α,β-unsaturated carbonyl compound has been developed. The key reacting intermediates including aryl Pd(II) sulfinic intermediate, aryl Pd(II), and C=O-Pd complexes were captured by ESI-MS/MS, which provide new experimental evidence for the understanding of addition mechanism.

Rhodium-grafted hydrotalcite catalyst for heterogeneous 1,4-addition reaction of organoboron reagents to electron deficient olefins

A rhodium-grafted hydrotalcite (Rh/HT) was prepared by the treatment of a Mg-Al mixed hydroxide (hydrotalcite, HT) with an aqueous RhCl 3·nH2O solution. The formation of the Rh III species on the HT surface was confirmed by X-ray absorption fine structure spectroscopy. The Rh/HT catalyst was demonstrated to effectively promote the 1,4-addition reaction of organoboron reagents to electron-deficient olefins in both organic and aqueous solvents. The strong surface basicity of HT facilitates the formation of a Rh-OH species, which possesses high nucleophilicity, leading to an efficient transmetalation with organoboron reagents. This catalyst system is also applicable in the one-pot three-component synthesis of 2-cyano-3,3-diphenyl propionate due to the bifunctionality of the Rh/HT surface.