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Nardana Sivendran Florian Belitz Daniel Sowa Prendes Dr. Ángel Manu Martínez Prof. Dr. Rochus Schmid Prof. Dr. Lukas J. Gooßen 《Chemistry (Weinheim an der Bergstrasse, Germany)》2022,28(9):e202103669
Trihalide salts were found to efficiently promote photochemical dediazotizing halogenations of diazonium salts. In contrast to classical Sandmeyer reactions, no metal catalysts are required to achieve high yields and outstanding selectivities for halogenation over competing hydridodediazotization. Convenient protocols are disclosed for synthetically meaningful brominations, iodinations, and chlorinations of diversely functionalized derivatives. 相似文献
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Synthesis of α-(1H-imidazol-1-yl)alkyl (IMIDA) carboxylic acid esters have been reported in 2-3 simple steps. α-(1H-Imidazol-1-yl)alkyl (IMIDA) carboxylic acid esters were found to be chemically labile and thus serve as novel prodrugs of carboxylic acids. 相似文献
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Prof. Dr. Debasis Koley Sriman De Nardana Sivendran Prof. Dr. Lukas J. Gooßen 《Chemistry (Weinheim an der Bergstrasse, Germany)》2021,27(61):15227-15239
In a combined experimental and computational study, the isomerization activity of the dinuclear palladium(I) complex [PdI(μ-Br)(PtBu3)]2 towards allyl arenes, esters, amides, ethers, and alcohols has been investigated. The calculated energy profiles for catalyst activation for two alternative dinuclear and mononuclear catalytic cycles, and for catalyst deactivation are in good agreement with the experimental results. Comparison of experimentally observed E/Z ratios at incomplete conversion with calculated kinetic selectivities revealed that a substantial amount of product must form via the dinuclear pathway, in which the isomerization is promoted cooperatively by two palladium centers. The dissociation barrier towards mononuclear Pd species is relatively high, and once the catalyst enters the energetically more favorable mononuclear pathway, only a low barrier has to be overcome towards irreversible deactivation. 相似文献
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Daniel Sowa Prendes Florian Papp Nagesh Sankaran Nardana Sivendran Frederike Beyer Christian Merten Prof. Dr. Lukas J. Gooßen 《Angewandte Chemie (International ed. in English)》2023,62(49):e202309868
Arylglycines are important pharmacophores present in several top-selling drugs. This compound class has now been made accessible from abundant aryl chlorides by a Pd-catalyzed Schöllkopf-type amino acid synthesis. In the presence of the catalyst methylnaphthyl(XPhos)-palladium bromide, the base lithium 2,2,6,6-tetramethylpyrrolidide and the additive ZnCl2, tert-leucine-derived bis-lactim ethers were efficiently arylated at room temperature, reaching yields of 95 % and diastereoselectivities of 98 : 2. Hydrolysis gave the corresponding arylglycines in high enantiomeric excess. 相似文献
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Giulia Bertoli Ángel Manu Martínez Jonas F. Goebel Debora Belmonte Nardana Sivendran Lukas J. Gooßen 《Angewandte Chemie (International ed. in English)》2023,62(5):e202215920
Redox-active N-(fluoromethoxy)benzotriazoles were made accessible from fluoroacetic acid and hydroxybenzotriazoles via electrodecarboxylative coupling. After alkylation, they become effective monofluoromethoxylation reagents, enabling the photocatalytic C−H functionalization of arenes. Thus, irradiation of 1-(OCH2F)-3-Me-6-(CF3)benzotriazolium triflate with blue LED light in the presence of [Ru(bpy)3(PF6)2] promotes the synthesis of diversely functionalized aryl monofluoromethyl ethers. This method allows the late-stage functionalization of biologically relevant structures without relying on ecologically problematic halofluorocarbons. 相似文献
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