摘要:
A new and efficient method for the generation of α-diazoketones has been developed from arylglyoxal monohydrates and tosylhydrazine at room temperature. 1,3-Dipolar cycloaddition reactions were used to constructing polyfunctional pyrazole derivatives by the reaction of generated α-diazoketones in situ with electron-deficient alkenes, quinones and coumarins in one pot. The one-dimensional molecular packing of 1H-benzo[f]indazole-4,9-dione derivatives along the c direction demonstrated a helical chain formation via N–H⋯O hydrogen-bonding.
作者机构:
[Wu, An-xin; Xue, Wei-Jian; Li, Hong-zheng; Zheng, Kai-lu] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
通讯机构:
[Wu, An-xin] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
关键词:
I-2-promoted;Diheteroaryl thioethers;Free of foul-smell thiols;Free of transition metal;Thiourea
摘要:
A novel method for the construction of diheteroaryl thioethers from aromatic methyl ketones and thiourea is described. Iodine is the unique catalyst in this protocol. The transformation is free of foul-smell thiols and transition metal. In addition, this method could synthesize two thiazole rings and a sulfur bridge in one pot. (C) 2014 Elsevier Ltd. All rights reserved.
摘要:
A novel and attractive protocol to synthesis indole-2,3-diones and 2-hydroxy-3(2H)-benzofuranones and via copper(II) oxide catalyzed intramolecular cyclization is described. This method possesses functional-group compatibility, easy workup procedure, shorter reaction time and high yields. (C) 2014 Elsevier Ltd. All rights reserved.
摘要:
A domino reaction that involves the formation of C=S and C-N bonds in one process via sp(3) C-H functionalization strategy has been developed. This reaction affords an efficient and direct method for the synthesis of alpha-ketothioamides from aryl methyl ketones, amines, and sodium hydrosulfide under the promotion of iodine. (C) 2014 Elsevier Ltd. All rights reserved.
作者机构:
[Wu, An-Xin; Yang, Yan; Ma, Jun-Rui; Shu, Wen-Ming] Cent China Normal Univ Hubei, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
通讯机构:
[Wu, An-Xin] C;Cent China Normal Univ Hubei, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.
摘要:
A new method for manganous acetate tetrahydrate mediated formal intermolecular [2 + 2 + 2 + 1] cycloaddition was developed for the synthesis of fused cycloheptatriene derivatives from N-(acylmethyl)pyridinium iodides and naphthoquinone. This method provides an innovative route for the efficient and convenient construction of fused seven-membered carbocycles from simple starting materials.
作者机构:
[Wu, Anxin; Zhang, Jingjing; Liu, Shan; Gao, Qinghe; Wu, Xia] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.;[Wu, Anxin] Lanzhou Univ, Dept Chem, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China.
通讯机构:
[Wu, Anxin] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
摘要:
The first C3-dicarbonylation of indoles was realized through direct oxidative cross-coupling of indoles with methyl ketones in the presence of molecular iodine and pyrrolidine. This reaction constructed a highly efficient indolyl diketones scaffold, which might be regarded as a useful biological and pharmacological tool in the exploration of therapeutic A2BAR modulators. The use of inexpensive molecular iodine and pyrrolidine and a broad substrate scope make this protocol very practical. Preliminary mechanistic studies indicate that two paths are involved in this process.
通讯机构:
[Wu, An-xin] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
摘要:
An efficient one-pot synthetic protocol has been proposed for the synthesis of luntonin F from easily available starting materials. Through a rational logical design, multifundamental reactions (iodination, Kornblum oxidation, and annulation) were assembled in one-pot. The developed approach can efficiently synthesize luntonin F and a diversity of analogues.
通讯机构:
[Wu, Anxin] C;Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
摘要:
An I2/KOH synergistically promoted direct ring-opening aroylation of benzothiazoles with aryl ketones has been discovered. Aryl ketones were seen to act as carbonyl sources to construct 2-acylbenzothiazoles. This reaction could provide an example for the convergent integration of self-labor domino sequences based on an in situ cross-trapping strategy.
摘要:
1,2-Dihydroquinoxaline and 1,4-benzoxazine skeletons were constructed stereoselectively from easily available aryl methyl ketones via a two-step procedure in mild conditions with high yields. Moreover, the application of this reaction provided a convenient approach to novel pyrazolo[1,5-alpha]quinoxaline oxides. (C) 2012 Elsevier Ltd. All rights reserved.
作者机构:
[Wu, An-Xin; Wu, Liu-Ming; Yang, Yan; Zhu, Yan-Ping; Zhang, Dong-Xue; Shu, Wen-Ming] Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China.;[Yin, Guo-Dong] Hubei Normal Univ, Hubei Key Lab Pollutant Anal & Reuse Technol, Huangshi 435002, Peoples R China.
通讯机构:
[Yin, Guo-Dong] H;Hubei Normal Univ, Hubei Key Lab Pollutant Anal & Reuse Technol, Huangshi 435002, Peoples R China.
摘要:
A highly efficient method for the construction of 3a,6a-dihydrofuro[2,3-b]furan derivatives has been developed via a novel bicyclization, which is very valuable for the synthesis of fused furofuran compounds since it is time-saving and catalyst-free. Based on the bicyclization, a coupled domino strategy has been developed to directly construct 3a,6a-dihydrofuro[2,3-b]furan derivatives from methyl ketones.
作者机构:
[Wu, An-Xin; Wu, Liu-Ming; Gao, Meng; Yang, Yan; Zhang, Dong-Xue; Shu, Wen-Ming] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Peoples R China.;[Wu, An-Xin] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Peoples R China.
通讯机构:
[Wu, An-Xin] C;Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Peoples R China.
摘要:
A highly efficient method for the direct synthesis of alpha-iodoketals from methyl ketones has been developed via sustainable integration of orthogonal tandem catalytic reactions: copper(II) oxide catalyzed iodination reaction and the subsequent excess or regenerated iodine catalyzed regioselective ketalization reaction.
通讯机构:
[Wu, An-Xin] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Minist Educ, Coll Chem, Wuhan 430079, Hubei, Peoples R China.
摘要:
Employing simple and readily available aromatic ketones and anilines as starting materials resulted in the construction of 2-acylbenzothiazoles via a novel self-sequence reaction network, which assembles six reactions in one pot. The reaction network not only supplied a novel method for constructing complex molecules but also provided a typical example for logical self-organization synthesis.
摘要:
The significant involvement of weak intermolecular interactions and steric and/or symmetry-related packing features was assessed with supramolecular arrays of 4-hydroxyphenyl amides in the crystal structure. The one-dimensional chain is observed in the aryl substituted 4-hydroxyphenyl amides, while alkyl analogs generate 2D or 3D arrays. A comparison of supramolecular assemblies in the similar 4-hydroxyphenyl amide compounds in the Cambridge Structural Database has been presented. It is correlated with the different steric constraints of aryl and alkyl groups to create chains, 2D sheets and 3D-interpenetrated networks in the asymmetric 4-hydroxyphenyl amides. A comprehensive analysis of crystal packing and energy features of the selected 4-hydroxyphenyl amide derivatives is reported.
摘要:
An I-2-promoted sp(3) C-H functionalization has been developed for the synthesis of 2,5-disubstituted oxazoles from easily available methyl ketones and benzylamines without any metal and peroxide catalyst. This domino oxidative cyclization process involves the cleavage of C H bond and the formation of C-N, C-O bonds. (C) 2012 Elsevier Ltd. All rights reserved.
作者机构:
[Wu, An-Xin; Yu, Shang-Bo; Gao, Meng; Yang, Yan; Ni, Fan; Shu, Wen-Ming] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
通讯机构:
[Wu, An-Xin] C;Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China.
摘要:
An efficient procedure has been developed for the preparation of tetrasubstituted unsymmetrical 1,4-enediones via copper-promoted autotandem catalysis and air as the oxidant. Various N-nucleophiles are compatible with this reaction, such as morpholine, piperidine, pyrrolidine, arylamines, pyrazole, imidazole, benzimidazole, and benzotriazole. This reaction also has significant advantages in easily available substrates, atom economy, bond-forming efficiency, and environmental benignity.
摘要:
Unsymmetrical phenolic (thio)urea molecules are investigated and compared to evaluate the regioselectivity of the bifurcated hydrogen bonds. The supramolecular aggregation can feature self-sorting homomeric alpha-networks through recognition between N-H center dot center dot center dot O(S) and O-H center dot center dot center dot O intermolecular hydrogen bonds. The regioselectivity of bifurcated hydrogen bond was investigated using single crystal X-ray diffraction studies, DFT calculations and Cambridge Structural Database analysis. The influence of several key variables on the fidelity of regioselectivity was described.