2462-02-4Relevant academic research and scientific papers
Continuous Flow Synthesis of 2H-Thiopyrans via thia-Diels–Alder Reactions of Photochemically Generated Thioaldehydes
Sachse, Florian,Gebauer, Konrad,Schneider, Christoph
, p. 64 - 71 (2020/11/30)
Herein, we report a novel protocol for the photochemical generation of thioaldehydes in a continuous flow process which were in situ reacted with electron rich 1,3-butadienes in thia-Diels–Alder reactions. A broad range of 3,6-dihydro-2H-thiopyrans were formed as products in much higher yields and productivities as compared to classical batch processes. Moreover, greatly reduced reaction times and a facile large-scale preparation of products were achieved by fully exploiting the advantages of continuous flow technology.
Visible-light induced metal-free cascade Wittig/hydroalkylation reactions
Miao, Pannan,Li, Ruining,Lin, Xianfeng,Rao, Liangming,Sun, Zhankui
, p. 1638 - 1641 (2021/03/09)
Cascade reactions are green and powerful transformations for building multiple carbon-carbon bonds in one step. Through a relay olefination and radical addition process, we were able to develop the cascade Wittig/hydroalkylation reactions induced by visible light. This metal-free radical approach features mild conditions, robustness, and excellent functionality compatibility. It allows access to saturated C3 homologation products directly from aldehydes or ketones. The synthetic utility of this method is demonstrated by a two-step synthesis ofindolizidine 209D.
Synthesis of Unsymmetrical 1,4-Dicarbonyl Compounds by Photocatalytic Oxidative Radical Additions
Dong, Ya,Li, Ruining,Zhou, Junliang,Sun, Zhankui
, p. 6387 - 6390 (2021/08/23)
Herein we report a photocatalytic oxidative radical addition reaction for the synthesis of unsymmetrical 1,4-dicarbonyl compounds. This reaction utilizes a desulfurization process to generate electrophilic radicals, which add to α-halogenated alkenes and undergo further oxidation to deliver 1,4-dicarbonyl compounds. This mild and highly efficient method provides a valuable alternative to known strategies.
Synthesis of 5-Membered Sulfur Heterocycles via Tin-Catalyzed Annulation of Mercapto Ketones with Activated Alkenes
Suzuki, Itaru,Sakamoto, Yuki,Seo, Yuta,Ninomaru, Yoriko,Tokuda, Kodai,Shibata, Ikuya
, p. 2759 - 2769 (2020/01/31)
Efficient conversion of α-mercapto ketones 1 with activated alkenes 2 into S-heterocycles was developed with Sn(Oct)2-2MeOH acting as a catalyst. Two types of products, dihydrothiophene 3 and thiolane 4, were obtained. The selectivity of the products was dependent on the reaction temperature and on the rearrangement of the S-heterocycles from 3 to 4 under heating conditions. The dihydrothiophenes 3 were transformed into useful thiolactones 6-8 and thiophene 9.
Site-Selective and Enantioselective α,β,γ-Functionalization of 5-Alkylidenefuran-2(5 H)-ones: A Route to Polycyclic γ-Lactones
Skrzyńska, Anna,Frankowski, Sebastian,Moczulski, Marek,Drelich, Piotr,Albrecht, ?ukasz
supporting information, p. 1248 - 1252 (2019/02/26)
A new strategy for a direct α,β,γ-functionalization of the γ-lactone framework in the corresponding 5-alkylidenefuran-2(5H)-ones is reported. The developed approach is based on a stereocontrolled cascade reaction with 2-mercaptocarbonyl compounds proceedi
Br?nsted-base-catalyzed remote cascade reactivity of 2,4-dienones-asymmetric synthesis of tetrahydrothiophenes
Przydacz, Artur,Kowalczyk, Rafa?,Albrecht, ?ukasz
, p. 9566 - 9569 (2017/11/30)
This study demonstrates that the remote cascade functionalization of 2,4-dienones can be realized by employing Br?nsted base catalysis. The developed cascade involving 1,6-addition followed by the intramolecular aldol reaction provides a straightforward a
α-Methylphenacyl thioesters as convenient thioacid precursors
Hatanaka, Toru,Yuki, Ryosuke,Saito, Ryota,Sasaki, Kaname
, p. 10589 - 10592 (2016/11/30)
α-Methylphenacyl (Mpa) thioesters are described as precursors of thioacids. Mpa thioesters are accessible via the condensation of carboxylic acids and phenacyl thiol, which is easily prepared without column chromatography. The Mpa thioesters are selectively deprotected by reduction with zinc dust in the presence of conventional thioacid protecting groups. In addition, the Mpa group exhibits orthogonal reactivity to the Boc group. These features are expected to facilitate the preparation of complex thioacids, including those in peptides.
Nitrophenyls and related compounds and thimerosal for the inhibition of immune related cell or tissue destruction
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Page/Page column 6-7, (2008/06/13)
Composition containing a nitrophenyl compound or thimerosal for inhibiting phagocytosis of blood cells. The use of a nitrophenyl compound or thimerosal to inhibit phagocytosis of blood cells in a host having an auto or alloimmune disease.
Novel disulfides with antitumour efficacy and specificity
Griffiths, Rebecca,Wong, W. Wei-Lynn,Fletcher, Stephen P.,Penn, Linda Z.,Langler, Richard F.
, p. 128 - 136 (2007/10/03)
Some disulfides have previously been shown to possess antifungal and/or antileukaemic activity. Importantly, this cytotoxicity can be selective. We have previously shown that a subset of these compounds does not block the proliferative potential of normal
