Abstract null null The synthesis of N-(2-SF5-ethyl)amines is reported via the SN2 reaction between various amines and 2-(pentafluoro-λ6-sulfanyl)ethyl trifluoromethanesulfonate as the SF5-containing electrophile. A total of 14 examples of SF5-containing aliphatic amines were synthesized, with yields going from 19 to 92%. Moreover, the effect of the SF5 substituent on the basicity and the lipophilicity of the amine was evaluated, and the SF5 group showed to decrease both the pKaH and the log D (p...
Abstract null null Owing to availability of various hydrogen sources, operational simplicity, and mild reaction conditions, catalytic transfer hydrogenation (TH) has emerged as an appealing alternative for the direct hydrogenation reactions with H2 gas. Conventional TH catalysts are based on noble metals, such as Ru, Rh, and Ir, which are toxic and expensive due to their limited availability. Current research in this area is oriented towards the development of more sustainable catalysts utilizin...
Last. Mingwei Yuan(MUC: Minzu University of China)H-Index: 5
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Abstract null null Benzimidazo [2,1-b] [1,3]thiazines as an important class of N,S-containing heterocyclic compounds are usually present in molecules with diverse biological and pharmaceutical activities. An efficient DBU-catalyzed [3 + 3] annulation reaction between Morita-Baylis-Hillman carbonates and 2-mercaptobenzimidazoles has been developed. Under mild reaction conditions, a wide range of functionalized 3,4-dihydro-2H-benzo[4,5]imidazo [2,1-b][1,3]thiazines possessing two contiguous stereo...
Last. Changsheng Cao(Jiangsu Normal University)H-Index: 14
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Abstract null null We have developed the Suzuki-Miyaura cross-coupling of aryl ammonium salts via C–N bond activation catalyzed by an easily prepared and bench-stable palladium-N-heterocyclic carbene complex. The reaction proceeded well under mild conditions with phenylboronic acid, pinacol ester or anhydride and provided yields of products up to 97% with good functional group compatibility. The direct arylation of arylamine can be performed by a two-step one-pot process and the protocol can be ...
Abstract null null N-methylamines are an important class of amines that find increasing applications in chemical, pharmaceutical, agrochemical and material industries. For their preparation, reductive N-methylation reactions employing CO2, formic acid, and (para)formaldehyde as renewable C1 sources have shown outstanding advantages compared to traditional methylation reagents, on standpoint of sustainable chemical processes. In this respect, significant efforts have been made on the synthesis of...
Last. Motomu Kanai(UTokyo: University of Tokyo)H-Index: 88
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Abstract null null We developed a 4-hydroxyproline-catalyzed asymmetric cross-aldol reaction between aldehydes and cyclic hemiacetals derived from copper-catalyzed asymmetric double aldol reaction reported previously by our group. The addition of trimethyl borate, which acted as a ring-opening reagent for hemiacetals, was critical for producing triple aldol compounds with excellent diastereoselectivity.
#1Aniket Gupta(Central Salt and Marine Chemicals Research Institute)H-Index: 3
#2Jogendra Kumar(Central Salt and Marine Chemicals Research Institute)H-Index: 2
Last. Sukalyan Bhadra(Central Salt and Marine Chemicals Research Institute)H-Index: 18
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Abstract null null The inception of C–H bond functionalization of common organic substrates has markedly restructured the retrosynthesis of complex molecules. Among the many classes of C–H bonds, those next to a heteroaromatic ring are exceptionally distinct given the fact that their reactivity are controlled either by coordinating the heteroatom to a transition metal catalyst or by the electronic influences of the ring or both during the C–H cleavage process. While evolvements of these reaction...
Last. Jinbo Hu(CAS: Chinese Academy of Sciences)H-Index: 56
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Abstract null null (Trifluoromethyl)zinc complexes have been widely used in metal-mediated trifluoromethylation reactions. However, direct nucleophilic addition with a (trifluoromethyl)zinc complex is rare. In this article, we describe an unprecedented trifluoromethylation of azinium salts using Zn(CF3)2·bpy as CF3 source, giving 1-(4-methoxybenzyl)-2-(trifluoromethyl)-1,2-dihydroquinolines as products. The latter species were further transformed to 2-trifluoromethylquinolines under oxidative co...
Abstract null null Fusion of aromatic subunits onto porphyrin chromophores produces variable results and in some cases only minor bathochromic shifts are observed. In order to extend these observations, a series of oxa-, thia- and selenaporphyrins with fused acenaphthylene or phenanthrene units have been synthesized. Phenanthro[5,6-b]porphyrins were previously prepared via conventional ‘2 + 2’ MacDonald condensations, but a more versatile ‘3 + 1’ synthesis is now reported. Phenanthrotripyrranes ...
Last. László Kollár(PTE: University of Pécs)H-Index: 32
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Abstract null null Iodoalkenes, available from ketones via their hydrazones, underwent palladium-catalysed azidocarbonylation. Depending on the structure of the acyl azides, consecutive hydrolysis toward corresponding primary amides was observed. ‘Direct’ aminocarbonylation of the same iodoalkenes was also carried out by using ammonium carbamate as ammonia source under mild conditions. The α,β-unsaturated primary amides, formed in a chemoselective reaction, were isolated in good to excellent yie...