66123-44-2

Upstream product

• 627-27-0 homoalylic alcohol 
• 106-48-9 4-chloro-phenol 
• 4397-53-9 p-benzyloxybenzaldehyde 
• 1334335-31-7 C₁₉H₂₀O₂ 
• 470665-13-5 (+/-)-1-(4-benzyloxyphenyl)prop-2-en-1-ol 
• 109-99-9 tetrahydrofuran 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 1334335-17-9 C₁₈H₂₇NO₂ 

Relevant academic research and scientific papers

PHOTOCATALYST SYSTEM AND USE THEREOF IN A PHOTOCATALYTIC PROCESS

Photocatalyst system and use thereof in a photochemical process The invention relates to a photocatalyst system comprising, in the absence of a further photosensitizer other than the compound of formula (III) or a mixture thereof: (i) a nickel(II) salt, (

Sp3 C-H Arylation and Alkylation Enabled by the Synergy of Triplet Excited Ketones and Nickel Catalysts

Triplet ketone sensitizers are of central importance within the realm of photochemical transformations. Although the radical-type character of triplet excited states of diaryl ketones suggests the viability for triggering hydrogen-atom transfer (HAT) and single-electron transfer (SET) processes, among others, their use as multifaceted catalysts in C-C bond-formation via sp3 C-H functionalization of alkane feedstocks still remains rather unexplored. Herein, we unlock a modular photochemical platform for forging C(sp3)-C(sp2) and C(sp3)-C(sp3) linkages from abundant alkane sp3 C-H bonds as functional handles using the synergy between nickel catalysts and simple, cheap and modular diaryl ketones. This method is distinguished by its wide scope that is obtained from cheap catalysts and starting precursors, thus complementing existing inner-sphere C-H functionalization protocols or recent photoredox scenarios based on iridium polypyridyl complexes. Additionally, such a platform provides a new strategy for streamlining the synthesis of complex molecules with high levels of predictable site-selectivity and preparative utility. Mechanistic experiments suggest that sp3 C-H abstraction occurs via HAT from the ketone triplet excited state. We believe this study will contribute to a more systematic utilization of triplet excited ketones as catalysts in metallaphotoredox scenarios.

Novel and highly potent histamine H3 receptor ligands. Part 1: Withdrawing of hERG activity

Pre-clinical investigation of some aryl-piperidinyl ether histamine H3 receptor antagonists revealed a strong hERG binding. To overcome this issue, we have developed a QSAR model specially dedicated to H3 receptor ligands. This model was designed to be di

Photochemical arylation of alkenols: Role of intermediates and synthetic significance

A one-pot, tandem synthesis of cyclic ethers is obtained by addition of photogenerated phenyl cations to hydroxyalkenes. Thus, 2- (or 3-) phenyl-substituted tetrahydrofurans were prepared by irradiation of 4-chloro-N,N-dimethylaniline, -anisole, and -phenol with β-hydroxyalkenes and 2-benzyltetrahydrofurans with λ-hydroxyalkenes. With nonterminal alkenes [diastereomeric (E)- and (Z)-3-hexen-1-ols] trans-2-ethyl-3- aryltetrahydrofuran derivatives were stereoselectively formed from both isomers. The output of the photoreaction is structure and solvent dependent and is rationalized through the intermediacy of a phenonium ion from the addition of the primarily formed triplet phenyl cation to the alkenol double bond. Intramolecular addition of the OH group to form benzyl (aryl) tetrahydrofurans is favored in polar protic solvents, where hydride shifts to form aryltetrahydropyrans also occur, whereas in ethyl acetate, intermolecular addition of the chloride anion to the phenonium ion takes place. The mechanism of the above reactions is also discussed on the basis of computational data. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.