作者机构：
[Liu, Yi; Cai, Qun; Sheng, Hui-Yang] Wuhan Univ Sci & Technol, Coal Convers & New Carbon Mat Key Lab Hubei Prov, Sch Chem & Chem Engn, Wuhan 430081, Hubei, Peoples R China.;[Wu, An-Xin; Li, Deng-Kui] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Wu, An-Xin] C;[Liu, Yi] W;Wuhan Univ Sci & Technol, Coal Convers & New Carbon Mat Key Lab Hubei Prov, Sch Chem & Chem Engn, Wuhan 430081, Hubei, Peoples R China.;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
关键词：
2-hydroxy-2;3-dihydrofurans;tandem cyclization;arylglyoxal monohydrates;3-(1H-indol-3-yl)-3-oxopropanenitrile;one pot
摘要：
An efficient base-promoted tandem cyclization for the synthesis of polyfunctional 2-hydroxy-2,3-dihydrofurans from arylglyoxal monohydrates and 3-(1H-indol-3-yl)-3-oxopropanenitrile has been established. The investigation of the mechanism suggested that this reaction proceeds through a Knoevenagel condensation–Michael addition–oxidation–cyclization sequence. This method demonstrates the compatibility with a wide range of functional groups to produce the 2-hydroxy-2,3-dihydrofuran scaffolds in good to excellent yields in one pot.
作者机构：
[Yan, Xiqing; Wu, Manman; Sun, Jiajia; Yan, Huijuan; Gao, Qinghe] Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Henan, Peoples R China.;[Wu, Anxin] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
通讯机构：
[Gao, Qinghe] X;Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Henan, Peoples R China.
摘要：
A facile and efficient [3 + 2 + 1] annulation of aryl methyl ketoxime acetates and triethylamine for the synthesis of 2-methylpyridines was disclosed. This reaction demonstrated that I-2 was effective in triggering N-O bond cleavage of oxime acetates generating imine radicals. It was noteworthy that this transformation employed triethylamine as the carbon source for the direct formation of pyridines and introduction of methyl groups.
作者机构：
[Wu, An-xin; Wang, Can; Wu, Yan-dong; Geng, Xiao; Zhao, Peng; Wu, Xia] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;[Wu, An-xin] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.
通讯机构：
[Wu, An-xin] C;[Wu, An-xin] L;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China.
摘要：
An efficient and practical de novo synthesis of pyrrole-2-carbaldehyde skeletons featuring oxidative annulation and Csp3–H to C═O oxidation is presented, exemplified by the preparation of pyrrole-2-carbaldehyde derivatives from aryl methyl ketones, arylamines, and acetoacetate esters. Preliminary mechanistic investigations indicate that the aldehyde oxygen atom originates from oxygen. Moreover, the developed scalable approach provides a distinct advantage over traditional oxidative functionalization of C–H moieties, avoiding the use of stoichiometric quantities of hazardous oxidants.
摘要：
A copper-catalyzed cascade reaction using isatins and amidine hydrochlorides for the synthesis of 2-(1,3,5-triazin-2-yl)aniline derivatives has been developed. This reaction features commercially available starting materials, mild reaction conditions and good functional group tolerance.
摘要：
An iodine-promoted fragment assembly strategy for the synthesis of fused heterocycles has been established. It provides an efficient route to construct pyrazolone-oxepine-pyrazoles from phenyl-hydrazines, aryl methyl ketones and acetoacetate esters. Notably, acetoacetate esters play two distinct pivotal roles in the five-component reaction by realizing the unique reactivities of methyl, methylene and carbonyl groups to construct 3-methyl-5-pyrazolone skeletons and by the reaction of methyl and carbonyl groups to form a C (sp3)-O bond. (C) 2018 Elsevier Ltd. All rights reserved.
摘要：
<jats:title>Abstract</jats:title><jats:p>An efficient and alternative isatin‐to‐quinoline strategy illustrates the metal‐like behavior of molecular iodine in the N−O reduction of ketoxime acetates. This process involves N−O/C−N bond cleavages and C−C/C−N bond formation to furnish pharmacologically significant quinoline‐4‐carboxamide derivatives. In this process, metal catalysts and extra oxidants are unnecessary. Mechanistic studies confirm the crucial role of molecular iodine in the iminyl radical generation process, in that molecular iodine can catalyze single‐electron reduction coupling reactions in a manner similar to transition metals.</jats:p><jats:p><jats:boxed-text content-type="graphic" position="anchor"><jats:graphic xmlns:xlink="http://www.w3.org/1999/xlink" mimetype="image/png" position="anchor" specific-use="enlarged-web-image" xlink:href="graphic/adsc201701610-toc-0001-m.png"><jats:alt-text>magnified image</jats:alt-text></jats:graphic></jats:boxed-text>
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通讯机构：
[Wu, An-Xin] C;[Zhu, Yan-Ping] Y;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;Yantai Univ, Sch Pharm, Key Lab Mol Pharmacol & Drug Evaluat, Minist Educ,Collaborat Innovat Ctr Adv Drug Deliv, Yantai 264005, Shandong, Peoples R China.
关键词：
Amino acid;Dimerization;Thiazole;Oxazole
摘要：
<jats:title>Abstract</jats:title><jats:p>We herein describe the development of a dimerization procedure for amino acids to prepare 2,5‐disubstituted thiazoles and oxazoles in the presence of Na<jats:sub>2</jats:sub>S⋅9H<jats:sub>2</jats:sub>O and H<jats:sub>2</jats:sub>O, respectively. These approaches enabled the direct formation of five‐membered ring systems bearing two different heteroatoms from two amino acid units. Mechanically, decarboxylation, deamination, S/O insertion, cyclization and gradient oxidation processes were involved in the oligomer formation.</jats:p><jats:p><jats:boxed-text content-type="graphic" position="anchor"><jats:graphic xmlns:xlink="http://www.w3.org/1999/xlink" mimetype="image/png" position="anchor" specific-use="enlarged-web-image" xlink:href="graphic/adsc201701130-toc-0001-m.png"><jats:alt-text>magnified image</jats:alt-text></jats:graphic></jats:boxed-text>
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摘要：
<jats:title>Abstract</jats:title><jats:p>An efficient potassium persulfate mediated four component reaction for the construction of 5‐methyl pyrimidine derivatives has been established from readily available methyl ketones, amidine hydrochlorides and dimethyl sulfoxide. This transformation features dimethyl sulfoxide as a dual synthon, acting as the precursors of the methyl and methine units. Four new chemical bonds, involving two C−C and two C−N bonds were formed sequentially during the intermolecular oxidative annulation process. This synthetic method offers several advantages including broad substrate scope, good functional group tolerance and simplicity of operation.</jats:p><jats:p><jats:boxed-text content-type="graphic" position="anchor"><jats:graphic xmlns:xlink="http://www.w3.org/1999/xlink" mimetype="image/png" position="anchor" specific-use="enlarged-web-image" xlink:href="graphic/adsc201800180-toc-0001-m.png"><jats:alt-text>magnified image</jats:alt-text></jats:graphic></jats:boxed-text>
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通讯机构：
[Wu, An-Xin] C;[Jia, Feng-Cheng] W;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China.;Wuhan Inst Technol, Sch Chem & Environm Engn, Wuhan 430205, Hubei, Peoples R China.
摘要：
An efficient transition-metal-free oxidative cyclization reaction using isatins and alkynes for the facile synthesis of structurally diverse 4-quinolones has been developed. Intriguingly, switchable access to substituted 3-carboxylate-4-quinolones and 1-vinyl-3-carboxylate-4-quinolones could be achieved by choosing a different base in the reaction. The obtained products could undergo further transformations, increasing the application potential of the method in organic synthesis.
通讯机构：
[Wu, An-xin] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
摘要：
The iodine-catalyzed catalytic formal [3 + 3 + 1] cycloaddition for the preparation of a seven-membered O-heterocyclic ring is presented, which is an achievement of methyl and carbonyl group reactivity of 3-methyl-5-pyrazolones to forge the Csp3–O bond. This novel protocol provides a straightforward and efficient access to structurally diverse fused O-heterocycles through an iodine-catalyzed iodination/Kornblum oxidation/oxidative coupling/C–O bond formation cascade reaction. This approach demonstrates the unprecedented concurrent realization of the unique reactivity among the methyl, methylene, and carbonyl groups in 3-methyl-5-pyrazolones for the construction of 2,3-dihydrooxepine rings. Moreover, a broad substrate scope displays a graceful diversity-oriented synthetic approach.
摘要：
An expeditious one-step synthesis of the imidazopyridoindole scaffold was achieved through the C-H oxidation/two-fold cyclization reaction of methyl ketone and tryptamine derivatives. Mild oxidizing conditions were employed to realize the efficient oxidation of C(sp(3))-H bonds, while suppressing overoxidation of the intermediate and ensuring the cross-trapping of two in situ generated acylimine intermediates.
通讯机构：
[Wu, YD; Wu, AX] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.
摘要：
A novel one-pot reaction has been developed for the efficient synthesis of pyrrolo[2,1-a]isoquinolines and 1-dearyllamellarin core from (E)-(2-nitrovinyl)benzenes and azomethine ylides generated in situ. This strategy provides a concise total synthesis of the lamellarin core and lamellarin G trimethyl ether using electrophilic substitution and palladium-catalyzed Suzuki–Miyaura cross-coupling reactions.
摘要：
An acid-promoted multicomponent reaction for the synthesis of diverse fully substituted oxazole derivatives from simple and readily available arylglyoxal monohydrates, nitriles, and various C-nucleophiles has been developed. This protocol features wide functional group diversity which is capable of installing 4-hydroxycoumarin, 2-naphthol, and 1,3-cyclohexanedione motifs to oxazoles. Mechanistic analysis indicates that a classical Robinson–Gabriel reaction served as the key step for this tandem transformation.
摘要：
A base-promoted and highly selective temperature-dependent tandem oxidation/decarboxylative cyclization of isothiocyanates and isatins has been developed. This method allows the chemodivergent synthesis of 4H-benzo[d][1,3]thiazin-4-ones and 2-thioxo-2,3-dihydroquinazolin-4(1H)-ones in moderate to high yields.
摘要：
A practicable quinoline synthesis from aniline and two amino acids was developed for generating a wide range of quinolines with high efficiency and diversity. Thus, it facilitated the creations of pharmaceutical derivatives, photochemical active compounds, and challenging scaffolds. The concept of using two amino acids as heterocyclic precursors has been raised for the first time. Mechanistic studies revealed that I2 enabled decarboxylation, oxidative deamination, and selective reconstruction of new C–N and C–C bonds processes.
通讯机构：
[Wu, YD; Wu, AX] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
摘要：
An I2-promoted domino bicyclization approach via multiple sequential C–H functionalization was serendipitously discovered for the synthesis of 1,2-fused oxindoles from methyl ketones and anilines. This approach was optimized, resulting in a concise and atom-economical approach for the one-pot construction of 1,2-fused oxindoles from methyl ketones and anilines rather than using preexisting indolin-3-ones or indoles. Mechanistic studies revealed that the key step involved an oxidative cross-coupling between in situ generated phenylglyoxal and α,α-diaminoketone.
摘要：
An iron-mediated one-pot synthesis of 3-arylquinolines from o-nitrobenzaldehydes and β-nitrostyrenes has been developed. Iron acted as dual roles to trigger the reduction of o-nitrobenzaldehydes and reduction hydrolysis of β-nitrostyrenes, which subsequently integrated to quinoline derivatives.
