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Sergey Vshyvenko Zemane W'Giorgis Audrey Weber Natalia Neverova Bradley Hedberg Tomas Hudlicky 《Advanced Synthesis \u0026amp; Catalysis》2015,357(1):83-87
The first active aza analogue of narciclasine was synthesized from a pentasubstituted derivative of nicotinic acid. The key features of the synthesis include a halogen dance of bromopyridine and an intramolecular Heck reaction with a conduramine derived chemoenzymatically from bromobenzene. 10‐Aza‐narciclasine was found to have reasonable activity against several cancer cell lines.
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Bo Wang Nan Liu Changwei Shao Qun Zhang Xinyan Wang Yuefei Hu 《Advanced Synthesis \u0026amp; Catalysis》2013,355(13):2564-2568
A one‐pot, three‐component method for preparation of 1,4,5‐trisubstituted 5‐acyl‐1,2,3‐triazoles has been developed based on a highly selective acylation of the copper(I)‐carbon(sp2) bond with acyl chlorides in the presence of the copper(I)‐carbon(sp) bond. The procedure is characterized by high efficiency and simple conditions.
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Mourad Chioua Abdelouahid Samadi Elena Soriano Lourdes Infantes Jos Marco‐Contelles 《Advanced Synthesis \u0026amp; Catalysis》2014,356(6):1235-1241
We report here that the silver triflate‐catalyzed cyclization of 2‐amino‐6‐propargylamineazines affords new and highly functionalized iminoimidazoazines. We have investigated the scope and limitations of the present methodology, and some aspects of the reactivity of the resulting iminoimidazopyridines have been explored, and a DFT‐based mechanistic analysis of the silver triflate‐catalyzed cyclization has been undertaken.
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α‐Substituted β‐acetyl amides could undergo C C bond cleavage to form α‐keto amides when treated with copper(II) chloride (CuCl2) and boron trifluoride diethyl etherate (BF3⋅OEt2) under an oxygen atmosphere. The yield can be increased by the addition of tert‐butyl hydroperoxide which alone can also effect the reaction. The reaction provides a new protocol for the synthesis of α‐keto amides.
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Manuel Jrres Xia Chen Jos Luis Acea Carina Merkens Carsten Bolm Hong Liu Vadim A. Soloshonok 《Advanced Synthesis \u0026amp; Catalysis》2014,356(10):2203-2208
A new multipurpose glycine equivalent for the general asymmetric synthesis of α‐amino acids is introduced. The chiral reagent can be transformed to various amino acids by alkylations with alkyl halides as well as aldol and Michael addition reactions under operationally convenient reaction conditions at room temperature with virtually complete stereochemical control.
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Qinquan Hu Yi Liu Xiaocong Deng Yanjun Li Yunfeng Chen 《Advanced Synthesis \u0026amp; Catalysis》2016,358(10):1689-1693
An aluminium(III) chloride‐catalyzed three‐component reaction of aromatic aldehydes, nitroalkanes, and sodium azide has been developed; this reaction sequence can be applied to a broad substrate scope and affords the corresponding 4‐aryl‐NH‐1,2,3‐triazoles in good to excellent yields. The milder reaction conditions and easier operation make this AlCl3‐catalyzed protocol more advantageous for the synthesis of 4‐aryl‐NH‐1,2,3‐triazoles.
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Hong‐Wu Zhao Hai‐Liang Pang Ting Tian Bo Li Xiao‐Qin Chen Xiu‐Qing Song Wei Meng Zhao Yang Yue‐Yang Liu Yu‐Di Zhao 《Advanced Synthesis \u0026amp; Catalysis》2016,358(11):1826-1832
In the presence of sodium carbonate, the [4+3] cycloadditions of α‐halogeno hydrazones with nitrones were performed efficiently, and affording 2,3,4,7‐tetrahydro‐1,2,4,5‐oxatriazepines in moderate to high yields.
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Fleur Drouet Jieping Zhu Graldine Masson 《Advanced Synthesis \u0026amp; Catalysis》2013,355(18):3563-3569
The iron(III) chloride‐multicatalyzed dioxygenation of enamides with TEMPO in the presence of alcohols has been developed. This multicomponent domino process affords efficient new strategies for the synthesis of α‐oxy‐N‐acylhemiaminals or α‐oxyimides in good to excellent yields under mild conditions.