Publication
Remote C(sp(3))-H Arylation and Vinylation of N-Alkoxypyridinium Salts to delta-Aryl and delta-Vinyl Alcohols
Publications associées (63)
TiCl3-Mediated Reductive Cyclization of Tetrasubstituted Alkenes and Enol Esters Bearing a 2-Nitrophenyl Substituent
Indole is one of the most important heterocycles widely present in bioactive natural products, pharmaceuticals, agrochemicals and materials. Being easily accessible, the 2-nitrostyrenes are attractive starting materials for the indole synthesis and the Cad ...
EPFL2023Photochemical [2+2] Cycloaddition of Alkynyl Boronates
Jérôme Waser, Oleksandr Liashuk
A photochemical [2+2] cycloaddition of alkynyl boronates and maleimides is reported. The developed protocol provided 35–70 % yield of maleimide-derived cyclobutenyl boronates and demonstrated wide compatibility with various functional groups. The synthetic ...
2023Direct conversion of lignin to functionalized diaryl ethers via oxidative cross-coupling
Paul Joseph Dyson, Mingyang Liu
Efficient valorization of lignin, a sustainable source of functionalized aromatic products, would reduce dependence on fossil-derived feedstocks. Oxidative depolymerization is frequently applied to lignin to generate phenolic mono- mers. However, due to th ...
2023Oxidase-Type C-H/C-H Coupling Using an Isoquinoline-Derived Organic Photocatalyst
Oxidase-type oxidation is an attractive strategy in organic synthesis due to the use of O-2 as the terminal oxidant. Organic photocatalysis can effect metal-free oxidase chemistry. Nevertheless, current methods are limited in reaction scope, possibly due t ...
WILEY-V C H VERLAG GMBH2022Catalytic Enantioselective Pictet–Spengler Reaction of α‐Ketoamides Catalyzed by a Single H‐Bond Donor Organocatalyst
Jieping Zhu, Qiang Wang, Rémi Julien Sylvain Andres
The asymmetric Pictet–Spengler reaction (PSR) with aldehydes is well known. However, PSR involving ketones as electrophilic partners is far-less developed. We report herein the first examples of catalytic enantioselective PSR of tryptamines with α-ketoamid ...
2022Atropo‐Enantioselective Oxidation‐Enabled Iridium(III)‐Catalyzed C−H Arylations with Aryl Boronic Esters
Atropo-enantioselective biaryl coupling through C−H bond functionalization is an emerging technology allowing direct construction of axially chiral molecules. This approach is largely limited to electrophilic coupling partners. We report a highly atropo-en ...
2021Visible light photoredox-catalysed remote C-H functionalisation enabled by 1,5-hydrogen atom transfer (1,5-HAT)
Qian Wang, Jieping Zhu, Weisi Guo
The generation of heteroatom-centred radicals (X), followed by intramolecular 1,5-hydrogen atom transfer (1,5-HAT) and the functionalisation of the translocated carbon-centred radicals, is the basic mechanism of the classic Hofmann-Loffler-Freytag (HLF) re ...
2021Photo-induced environmental remediation, biomedical imaging, and microbial inactivation by Mn-doped semiconductors: critical issues
The Mn-doping/decoration of S-containing semiconductor quantum dots (QDs) determine their photochemical properties and are important in the field of artificial photosynthesis. The Mn-mediated charge-transfer kinetics and energetics in composites of the typ ...
ELSEVIER SCI LTD2021Synthetic methodologies for C-C and C-N bond formation involving alkyl radicals
C-C and C-N bonds are some of the most common structures in molecules ranging from drugs to catalysts and to food additives. Many coupling reactions were developed to form these types of bonds with excellent selectivity and good performance. Still, the syn ...
EPFL2020Functionalization of remote C(sp3)-H bonds enabled by copper-catalyzed coupling of O-acyloximes with terminal alkynes
Qian Wang, Jieping Zhu, Ruben Omar Torres Ochoa, Zhaodong Li
Transition metal catalyzed Sonogashira cross-coupling of terminal alkynes with aryl(vinyl) (pseudo)halides has been successfully extended to alkyl halides for the synthesis of functionalized internal alkynes. The direct alkynylation of remote unfunctionali ...
2020