- Direct Arylation of Distal and Proximal C(sp3)-H Bonds of t-Amines with Aryl Diazonium Tetrafluoroborates via Photoredox Catalysis
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A visible light-mediated arylation protocol for t-amines has been reported through the coupling of γ- and α-amino alkyl radicals with different aryl diazonium salts using Ru(bpy)3Cl2·6H2O as a photocatalyst. Structurally different 9-aryl-9,10-dihydroacridine, 1-aryl tetrahydroisoquinoline, hexahydropyrrolo[2,1-a]isoquinoline, and hexahydro-2H-pyrido[2,1-a]isoquinoline frameworks with different substitution patterns have been synthesized in good yield using this methodology.
- Mondal, Pradip Kumar,Tiwari, Sandip Kumar,Singh, Pushpendra,Pandey, Ganesh
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p. 17184 - 17196
(2021/12/02)
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- Photo-controlled delivery of a potent analogue of doxorubicin
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Highly cytotoxic agents have found an important niche in targeted anticancer therapy. Here we develop a new light release strategy for the targeting of one of these agents, 2-pyrrolinodoxorubicin, showing dramatic enhancements in toxicity with light and s
- Dupart, Patrick S.,Mitra, Koushambi,Lyons, Charles E.,Hartman, Matthew C. T.
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p. 5607 - 5610
(2019/05/21)
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- Native Chemical Ligation Directed by Photocleavable Peptide Nucleic Acid (PNA) Templates
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A novel peptide–peptide ligation strategy is introduced that has the potential to provide peptide libraries of linearly or branched coupled fragments and will be suited to introduce simultaneous protein modifications at different ligation sites. Ligation
- Middel, Stephen,Panse, Cornelia H.,Nawratil, Swantje,Diederichsen, Ulf
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p. 2328 - 2332
(2017/11/10)
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- Concise, efficient and practical assembly of bromo-5,6-dimethoxyindole building blocks
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A concise, efficient and simple route to a series of bromoindole building blocks is described. The synthetic routes are highlighted by purification-free preparation of o-nitrocinnamate intermediates and clean, modified Cadogan indole syntheses. The scope of this indole synthesis has been explored and expanded through the use of a range of solvents and easily removable phosphine reagents.
- Huleatt, Paul B.,Lau, Jacelyn,Chua, Sheena,Tan, Yun Lei,Duong, Hung Anh,Chai, Christina L.L.
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experimental part
p. 1339 - 1342
(2011/03/22)
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- An o-nitrobenzyl scaffold for peptide ligation: Synthesis and applications
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Chemical ligation approaches facilitate the chemoselective assembly of unprotected peptides in aqueous solution. Here, two photolabile auxiliaries are described that enlarge the applicability of native chemical ligation to non-cysteine targets. The auxili
- Marinzi, Chiara,Offer, John,Longhi, Renato,Dawson, Philip E.
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p. 2749 - 2757
(2007/10/03)
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- Monitoring the kinetics of ion-dependent protein folding by time-resolved NMR spectroscopy at atomic resolution
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The kinetics of protein refolding have been monitored by time-resolved NMR spectroscopy. It is shown that refolding of metal binding proteins can be induced by photolysis of photo labile ion chelators, the subsequent release of Ca2+ ions can induce protein folding, and the changes in resonance positions can be monitored by time-resolved NMR spectroscopy. The feasibility of the approach is demonstrated by characterizing the refolding of α-lactalbumin, or protein containing a Ca2+ binding site, unfolded in 4 M urea at pH 7 in the absence of Ca2+. The refolding kinetics of the methyl groups of residues Leu15 and Val21 in the core of the protein have been determined to be mono-exponential with rates of 0.28 s-1 and 0.23 s-1, respectively at 300 K.
- Kuehn, Till,Schwalbe, Harald
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p. 6169 - 6174
(2007/10/03)
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- A New Class of Photolabile Chelators for the Rapid Release of Divalent Cations: Generation of Caged Ca and Caged Mg
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The synthesis of 2-nitro-4,5-dimethoxyphenyl derivatives of EGTA and EDTA is reported.These tetracarboxylate chelators are designed for the rapid photochemically initiated release of divalent cations in intact physiological systems.The key step in the synthesis is the use of high-pressure synthetic technology for the construction of the tertiary amine moiety of both types of chelator.
- Ellis-Davies, G.C.R.,Kaplan, J.H.
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p. 1966 - 1969
(2007/10/02)
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- A FACILE AND ALTERNATIVE SYNTHESIS OF QUINOLINE NUCLEUS USING THERMAL CYCLIZATION OF 2-AZAHEXATRIENE SYSTEM GENERATED FROM 2-ALKENYL ACYLANILINE WITH POCl3
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The thermal cyclization of 2-alkenyl acylanilines with POCl3 in toluene or xylene gave quinoline derivatives in good yield via 2-azahexatriene system in situ.
- Hibino, Satoshi,Sugino, Eiichi
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p. 1883 - 1889
(2007/10/02)
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