A new method to tetrahydro-β-carbolines(βCs) from tryptamine is described and the aromatization of THβCs to βCs by manganese dioxide is reported for the first time in this type of compounds.
A series of N1-substituted-3-aryl-4-alkyl-4, 5-dihydro-1H-1-pyrazolethiocarboxamide were prepared from the Mannich bases of aryl ketones in good yields. Some derivatives were found to be active against the cysteine p...A series of N1-substituted-3-aryl-4-alkyl-4, 5-dihydro-1H-1-pyrazolethiocarboxamide were prepared from the Mannich bases of aryl ketones in good yields. Some derivatives were found to be active against the cysteine protease of T.cruzi..展开更多
An efficient procedure for the preparation of 1-substituted-1H-1,2,3,4-tetrazoles via a three-component condensation of triethyl orthoformate, amine, and trimethylsilyl azide using inexpensive and environment-friendly...An efficient procedure for the preparation of 1-substituted-1H-1,2,3,4-tetrazoles via a three-component condensation of triethyl orthoformate, amine, and trimethylsilyl azide using inexpensive and environment-friendly FeCl3 as catalyst under solvent-free conditions has been reported. The reaction generates the corresponding 1-substituted tetrazole in excellent yields.展开更多
A series of novel 2-（1-substituted-1,11-undecylidene）-5-arylimino-△^3-1,3,4-thiadiazolines （4） were synthesized and their structure was characterized by ^1H NMR, ^13C NMR and elemental analysis. Their solubility ...A series of novel 2-（1-substituted-1,11-undecylidene）-5-arylimino-△^3-1,3,4-thiadiazolines （4） were synthesized and their structure was characterized by ^1H NMR, ^13C NMR and elemental analysis. Their solubility in both polar and non-polar solvents is significantly improved owing to the introduction of ethyl or methylthio group at cyclododecyl ring as compared with parent compounds [1, 2-（1,11-undecylidene）-5-arylimino-△^3-1,3,4-thiadiazolines]. However, their fungicidal activity against Rhizoctonia solani is less than that of parent compounds. X-ray diffraction analysis of a representative compound （4d） showed that the conformation of 12-membered ring is still [3333], in which the ethyl group present at the side-exo position and the thiadiazoline ring at the comer carbon. The thiadiazoline plane is perpendicular to the cyclododecyl one.展开更多
Using the ligand bis（3-（1H-imidazol-1-yl）-1-phenylpropan-1-one） L, two novel complexes [CuL2（ph））]·H2O 1 and [ZnL2（tp）] 2 （ph = phthalic acid, tp = terephthalic acid） have been synthesized and their cr...Using the ligand bis（3-（1H-imidazol-1-yl）-1-phenylpropan-1-one） L, two novel complexes [CuL2（ph））]·H2O 1 and [ZnL2（tp）] 2 （ph = phthalic acid, tp = terephthalic acid） have been synthesized and their crystal structures were determined by single-crystal X-ray diffraction analysis. Crystal data for 1： triclinic, space group P1^-, a = 9.4300（17）, b = 12.148（2）, c = 13.721（2） A, a = 109.620（2）,β = 94.351（2）, y = 94.830（2）°, C32H30N4O7Cu, Mr = 646.14, V= 1466.2（4） A^3, Z = 2, Dc = 1.464 g/cm3, It（MoKa） = 0.801 mm^-1, F（000） = 670, the final R = 0.0337 and wR = 0.0859 for 5122 observed reflections with I 〉 2σ（I）, And those for 2： monoclinic, space group P2/n, a = 7.1866（11）, b = 14.144（2）, c = 14.407（2）/k, β = 101.427（2）°, C32H28N4O6Zn, Mr = 629.95, V = 1435.4（4） A3, Z = 2, Dc = 1.457 g/cm3, μ（MoKa） = 0.908 mm^-1, F（000） = 652, the final R = 0.0438 and wR= 0.0821 for 2546 observed reflections with I〉 2σ（I）. In 1 and 2, ph or tp ligauds bridge the six-coordinated copper（Ⅱ） or four-coordinated zinc（Ⅱ） ions forming 1D zigzag chains while L ligands act as the terminal monodentate ligand. It is noted that weak non-classical C-H…O plays the important and dominating roles in the formation of 2D supramolecular architectures of 1, but in 2 non-classical C-H…O and aromatic π…π Stacking interactions are quite important and play dominant roles in the self-assembly of 2D supramolecular architectures.展开更多
1-Substituted 1,2,3-triazoles represents‘privileged’structural scaffolds of many clinical pharmaceuticals.However,the traditional methods for their preparation mainly rely on thermal[3+2]cycloaddition of potentially...1-Substituted 1,2,3-triazoles represents‘privileged’structural scaffolds of many clinical pharmaceuticals.However,the traditional methods for their preparation mainly rely on thermal[3+2]cycloaddition of potentially dangerous acetylene and azides.Here we report a base-mediated[4+1]annulation of azoalkenes generated in situ from readily available difluoroacetaldehyde N-tosylhydrazones(DFHZ-Ts)with amines under relatively mild conditions.This azide-and acetylene-free strategy provides facile access to diverse 1-substituted 1,2,3-triazole derivatives in high yield in a regiospecific manner.This transformation has great functional group tolerance and can suit a broad substrate scope.Furthermore,the application of this novel methodology in the gram-scale synthesis of an antibiotic drug PH-027 and in the late-stage derivatization of several bioactive small molecules and clinical drugs demonstrated its generality,practicability and applicability.展开更多
基金Project supported by National Natural Science Foundation of China(No.2870083)
文摘A new method to tetrahydro-β-carbolines(βCs) from tryptamine is described and the aromatization of THβCs to βCs by manganese dioxide is reported for the first time in this type of compounds.
文摘A series of N1-substituted-3-aryl-4-alkyl-4, 5-dihydro-1H-1-pyrazolethiocarboxamide were prepared from the Mannich bases of aryl ketones in good yields. Some derivatives were found to be active against the cysteine protease of T.cruzi..
文摘An efficient procedure for the preparation of 1-substituted-1H-1,2,3,4-tetrazoles via a three-component condensation of triethyl orthoformate, amine, and trimethylsilyl azide using inexpensive and environment-friendly FeCl3 as catalyst under solvent-free conditions has been reported. The reaction generates the corresponding 1-substituted tetrazole in excellent yields.
基金supports from the National Basic Research Program of China(No. 2003CB 114407)
文摘A series of novel 2-（1-substituted-1,11-undecylidene）-5-arylimino-△^3-1,3,4-thiadiazolines （4） were synthesized and their structure was characterized by ^1H NMR, ^13C NMR and elemental analysis. Their solubility in both polar and non-polar solvents is significantly improved owing to the introduction of ethyl or methylthio group at cyclododecyl ring as compared with parent compounds [1, 2-（1,11-undecylidene）-5-arylimino-△^3-1,3,4-thiadiazolines]. However, their fungicidal activity against Rhizoctonia solani is less than that of parent compounds. X-ray diffraction analysis of a representative compound （4d） showed that the conformation of 12-membered ring is still [3333], in which the ethyl group present at the side-exo position and the thiadiazoline ring at the comer carbon. The thiadiazoline plane is perpendicular to the cyclododecyl one.
基金Fund for Central Universities (ZXH2009D011)Natural Science Foundation of Tianjin (09JCYBJC04200)+1 种基金National Natural Science Foundation of China Civil Aviation Administration of China (61079010) Scientific Research Foundation of Civil Aviation University of China (2011KYS05)
文摘Using the ligand bis（3-（1H-imidazol-1-yl）-1-phenylpropan-1-one） L, two novel complexes [CuL2（ph））]·H2O 1 and [ZnL2（tp）] 2 （ph = phthalic acid, tp = terephthalic acid） have been synthesized and their crystal structures were determined by single-crystal X-ray diffraction analysis. Crystal data for 1： triclinic, space group P1^-, a = 9.4300（17）, b = 12.148（2）, c = 13.721（2） A, a = 109.620（2）,β = 94.351（2）, y = 94.830（2）°, C32H30N4O7Cu, Mr = 646.14, V= 1466.2（4） A^3, Z = 2, Dc = 1.464 g/cm3, It（MoKa） = 0.801 mm^-1, F（000） = 670, the final R = 0.0337 and wR = 0.0859 for 5122 observed reflections with I 〉 2σ（I）, And those for 2： monoclinic, space group P2/n, a = 7.1866（11）, b = 14.144（2）, c = 14.407（2）/k, β = 101.427（2）°, C32H28N4O6Zn, Mr = 629.95, V = 1435.4（4） A3, Z = 2, Dc = 1.457 g/cm3, μ（MoKa） = 0.908 mm^-1, F（000） = 652, the final R = 0.0438 and wR= 0.0821 for 2546 observed reflections with I〉 2σ（I）. In 1 and 2, ph or tp ligauds bridge the six-coordinated copper（Ⅱ） or four-coordinated zinc（Ⅱ） ions forming 1D zigzag chains while L ligands act as the terminal monodentate ligand. It is noted that weak non-classical C-H…O plays the important and dominating roles in the formation of 2D supramolecular architectures of 1, but in 2 non-classical C-H…O and aromatic π…π Stacking interactions are quite important and play dominant roles in the self-assembly of 2D supramolecular architectures.
基金supported by the National Natural Science Foundation of China(NSFC,Nos.21871043,21961130376)Department of Science and Technology of Jilin Province(Nos.20180101185JC,20190701012GH,20200801065GH)the Fundamental Research Funds for the Central Universities(Nos.2412019ZD001,2412020ZD003)。
文摘1-Substituted 1,2,3-triazoles represents‘privileged’structural scaffolds of many clinical pharmaceuticals.However,the traditional methods for their preparation mainly rely on thermal[3+2]cycloaddition of potentially dangerous acetylene and azides.Here we report a base-mediated[4+1]annulation of azoalkenes generated in situ from readily available difluoroacetaldehyde N-tosylhydrazones(DFHZ-Ts)with amines under relatively mild conditions.This azide-and acetylene-free strategy provides facile access to diverse 1-substituted 1,2,3-triazole derivatives in high yield in a regiospecific manner.This transformation has great functional group tolerance and can suit a broad substrate scope.Furthermore,the application of this novel methodology in the gram-scale synthesis of an antibiotic drug PH-027 and in the late-stage derivatization of several bioactive small molecules and clinical drugs demonstrated its generality,practicability and applicability.
