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Inside Back Cover: Site‐Selective Synthesis of Janus‐type Metal‐Organic Framework Composites (Angew. Chem. Int. Ed. 15/2014)
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Herein, we report a novel and high yielding approach for the preparation of the first C-3-organometallic substituted [1,2,3]triazolo[1,5-a]pyridine and its application to the Stille reaction using MAOS. 相似文献
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Sébastien Degorce Bénédicte DelouvriéPaul R.J. Davey Myriam DidelotHervé Germain Craig S. Harris Christine Lambert-van der Brempt Honorine LebraudGilles Ouvry 《Tetrahedron letters》2012,53(45):6078-6082
Access to the 1,5-disubstituted-1H-1,2,4-triazole-3-carboxamide motif is quite laborious and requires forcing conditions to effect the cyclocondensation step. Herein, we report an efficient and mild one-pot protocol to access this substructure in good chemical yields with high regiocontrol. 相似文献
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Trifluoroacetic Acid in 2,2,2‐Trifluoroethanol Facilitates SNAr Reactions of Heterocycles with Arylamines
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Dr. Benoit Carbain Dr. Christopher R. Coxon Honorine Lebraud Dr. Kristopher J. Elliott Dr. Christopher J. Matheson Dr. Elisa Meschini Amy R. Roberts Dr. David M. Turner Dr. Christopher Wong Dr. Celine Cano Prof. Roger J. Griffin Dr. Ian R. Hardcastle Prof. Bernard T. Golding 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(8):2311-2317
Small‐molecule drug discovery requires reliable synthetic methods for attaching amino compounds to heterocyclic scaffolds. Trifluoroacetic acid‐2,2,2‐trifluoroethanol (TFA‐TFE) is as an effective combination for achieving SNAr reactions between anilines and heterocycles (e.g., purines and pyrimidines) substituted with a leaving group (fluoro‐, chloro‐, bromo‐ or alkylsulfonyl). This method provides a variety of compounds containing a “kinase‐privileged fragment” associated with potent inhibition of kinases. TFE is an advantageous solvent because of its low nucleophilicity, ease of removal and ability to solubilise polar substrates. Furthermore, TFE may assist the breakdown of the Meisenheimer–Jackson intermediate by solvating the leaving group. TFA is a necessary and effective acidic catalyst, which activates the heterocycle by N‐protonation without deactivating the aniline by conversion into an anilinium species. The TFA‐TFE methodology is compatible with a variety of functional groups and complements organometallic alternatives, which are often disadvantageous because of the expense of reagents, the frequent need to explore diverse sets of reaction conditions, and problems with product purification. In contrast, product isolation from TFA‐TFE reactions is straightforward: evaporation of the reaction mixture, basification and chromatography affords analytically pure material. A total of 45 examples are described with seven discrete heterocyclic scaffolds and 2‐, 3‐ and 4‐substituted anilines giving product yields that are normally in the range 50–90 %. Reactions can be performed with either conventional heating or microwave irradiation, with the latter often giving improved yields. 相似文献
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Sudarat Yadnum Dr. Jérome Roche Eric Lebraud Philippe Négrier Patrick Garrigue Dr. Darren Bradshaw Dr. Chompunuch Warakulwit Prof. Jumras Limtrakul Prof. Alexander Kuhn 《Angewandte Chemie (International ed. in English)》2014,53(15):4001-4005
Herein, bipolar electrochemistry is applied in a straightforward way to the site‐selective in situ synthesis of metal–organic framework (MOF) structures, which have attracted tremendous interest in recent years because of their significant application potential, ranging from sensing to gas storage and catalysis. The novelty of the presented work is that the deposit can be intentionally confined to a defined area of a substrate without using masks or templates. The intrinsic site‐selectivity of bipolar electrochemistry makes it a method of choice to generate, in a highly controlled way, hybrid particles that may have different functionalities combined on the same particle. The wireless nature of electrodeposition allows the potential for mass production of such Janus‐type objects. 相似文献
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Bénédicte DelouvriéHervé Germain Craig S. Harris Maryannick LamorletteHonorine Lebraud Ha Thi Hoang NguyenAnais Noisier Gilles Ouvry 《Tetrahedron letters》2012,53(40):5380-5384
During our efforts to selectively synthesise N-arylated benzotriazole fragments, we developed a new primary aromatic amine protecting group strategy showing significant advantages over recognised protecting groups. 相似文献
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