HengShan Dong

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Name: 董恒山; Dong, HengShan

Organization: Lanzhou University , China

Department: College of Chemistry and Chemical Engineering

Title: Associate Professor(PhD)

TOPICS

Organic Chemistry

Chemicals
References

Convenient and efficient synthesis of disubstituted piperazine derivatives by catalyst-free, atom-economical and tricomponent domino reactions

Co-reporter:Hong-Ru Dong, Zi-Bao Chen, Rong-Shan Li, Heng-Shan Dong and Zhi-Xiang Xie

RSC Advances 2015 vol. 5(Issue 14) pp:10768-10772

Publication Date(Web):06 Jan 2015

DOI:10.1039/C4RA14811H

One-pot, atom-economical, catalyst-free and tri-component domino reactions are applied to the diversity-oriented synthesis (DOS) of disubstituted piperazine derivatives under mild conditions with moderate to high yields. This protocol exhibits potential applicability in the synthesis of pharmaceuticals, liquid crystals, complexes, etc. Because of its operational simplicity and convenience, it may be suitable for application in large-scale synthesis.

Synthesis of β-cyanopropan-1-one derivates by domino reaction

Co-reporter:Hong-Ru Dong, Wang-Jun Dong, Rong-Shan Li, Yi-Ming Hu, Heng-Shan Dong and Zhi-Xiang Xie

Green Chemistry 2014 vol. 16(Issue 7) pp:3454-3457

Publication Date(Web):29 May 2014

DOI:10.1039/C4GC00386A

Domino nucleophilic addition was used for four-component Al2O3-catalyzed environmentally friendly synthesis of polysubstituted β-cyanopropan-1-one. Domino nucleophilic addition involves removal of the cyano group linked to active methylene by the action of KF, and direct addition to enones. The reaction's capability for nucleophilic attack is F− > CN− in DMF. The use of low-toxicity reagents hints that the reaction is more environmentally friendly than traditional approaches.

One-pot synthesis of 5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one derivatives

Co-reporter:Hong-Ru Dong, Zhong-Lian Gao, Rong-Shan Li, Yi-Ming Hu, Heng-Shan Dong and Zhi-Xiang Xie

RSC Advances 2014 vol. 4(Issue 99) pp:55827-55831

Publication Date(Web):07 Oct 2014

DOI:10.1039/C4RA02714K

A novel and efficient one-pot method has been developed for the synthesis of 2-substituted-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-one derivative by the combination of [3 + 3] cycloaddition, reduction, deamination reactions. The fused heterocyclic compounds 2-substituted-5H-1,3,4-thiadiazolo[3,2-a]pyrimidin-5-ones was synthesized by the diversity-oriented catalysis. As an extension of the synthetic methodology, some 4H-pyrido[1,2-a]pyrimidin-4-one 4a–c was synthesized. The π–π accumulation structure of supramolecular self-assembly was discussed in the crystal.

Cascade synthesis of 3-aza-bicyclo[3.1.0]hex-2-ene derivatives from N-allyl enamines

Co-reporter:Sheng-Xian Zhai, Hong-Ru Dong, Zi-Bao Chen, Yi-Ming Hu, Heng-Shan Dong

Tetrahedron 2014 70(44) pp: 8405-8412

Publication Date(Web):

DOI:10.1016/j.tet.2014.08.043

The Synthesis of Some New (S)-1-Aryl-N-(1-hydroxy-3-phenylpropan-2-yl)-5-methyl-1H-1,2,3-triazole-4-carboxamide

Co-reporter:G.-L. Shen;Z.-B. Chen;Z.-F. Wu ;H.-S. Dong

Journal of Heterocyclic Chemistry 2013 Volume 50( Issue 4) pp:781-786

Publication Date(Web):

DOI:10.1002/jhet.1567

Some new (S)-1-aryl-N-(1-hydroxy-3-phenylpropan-2-yl)-5-methyl-1 H-1,2,3-triazole-4-carboxamides 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j have been synthesized and established by ¹H and ¹³C NMR, IR, MS spectra, CHN analyses, and x-ray diffraction crystallography. The molecular conformation and packing is stabilized by interactions of intermolecular H-bond O2’-H2'···O1, O2-H2···O1’ and intramolecular H-bond N4’-H4'N···N3’, N4’-H4'N···O2’, N4-H4N···N3, N4-H4N···O2. The two rings of five numbers were formed by H-bond in a molecular.

Synthesis of some new 1-acyl-5-aryl-3-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-4,5-dihydro-1H-pyrazole

Co-reporter:Heng-Shan Dong;Yan-Fei Wang;Guo-Liang Shen;Bin Quan;Wang-Jun Dong

Journal of Heterocyclic Chemistry 2012 Volume 49( Issue 1) pp:149-153

Publication Date(Web):

DOI:10.1002/jhet.726

Abstract

Some new compounds (E)-3-aryl-1-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-prop-2-en-1-ones 5a–e were prepared by 1-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-ethanone and various aromatic aldehydes. Then one pot reaction was happened by compounds 5a–e with hydrazine hydrate in acetic acid or propionic acid, respectively, to give the title compounds 1acyl-5-aryl-3-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-4,5-dihydro-1H-pyrazoles 6a–i. All structures were established by MS, IR, CHN, ¹H-NMR and ¹³C-NMR spectral data. J. Heterocyclic Chem., (2012).

An efficient synthesis of 5-aryl-4,5-dihydro-3-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-1-(4-phenylthiazol-2-yl)pyrazoles

Co-reporter:Wang-Jun Dong;Fu-Hong Cui;Zhong-Lian Gao;Rong-Shan Li;Guo-Liang Shen ;Heng-Shan Dong

Journal of Heterocyclic Chemistry 2011 Volume 48( Issue 5) pp:1154-1160

Publication Date(Web):

DOI:10.1002/jhet.706

Abstract

Some new target products 5-aryl-4,5-dihydro-3-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-1-(4-phenylthiazol-2-yl)pyrazoles 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j have been synthesized by reaction of 2-bromo-1-phenylethanone and compounds 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j which were prepared from the combination of thiosemicarbazide and (E)-3-aryl-1-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-prop-2-en-1-ones 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j. All the structures were established by MS, IR, CHN, and ¹H NMR spectra data. Synthesis of structure diversity is applied. J. Heterocyclic Chem., (2011).

Tandem Michael addition/imino-nitrile cyclization synthesis of 2-amino-6-(1-aryl-5-methyl-1H-1,2,3-triazol-4yl)-4-phenylpyridine-3-carbonitrile

Co-reporter:Heng-Shan Dong;Hui-Cheng Wang;Zhong-Lian Gao;Rong-Shan Li ;Fu-Hong Cui

Journal of Heterocyclic Chemistry 2010 Volume 47( Issue 2) pp:389-395

Publication Date(Web):

DOI:10.1002/jhet.336

Synthesis and Crystal Structure of (5-Methyl-3-phenyl-1H-pyrazol-1-yl)-[5-(p-tolylamino)-2H-1,2,3-triazol-4-yl]methanone

Co-reporter:Zi-Ping Cao;Hong-Ru Dong;Guo-Liang Shen

Journal of Chemical Crystallography 2010 Volume 40( Issue 12) pp:1078-1081

Publication Date(Web):2010 December

DOI:10.1007/s10870-010-9798-3

(5-Methyl-3-phenyl-1H-pyrazol-1-yl)-[5-(p-tolylamino)-2H-1,2,3-triazol-4-yl]methanone was synthesized and characterized by 1H NMR, MS and IR spectra data. The structure of title compound was identified by X-ray diffraction. Compound, C20H18N6O, Mr = 358.40, crystallizes in the triclinic space group P-1 with unit cell parameters a = 10.303(6), b = 12.489(7), c = 15.305(9) Å, α = 108.489(12), β = 101.920(11), γ = 96.971(13)°, V = 1790.0(17) Å3, Z = 4, Dx = 1.330 mg/cm3. The final R was 0.0520.

The Synthesis and Crystal Structure of 5-Methyl-1-(1-naphthyl)-1,2,3-triazol-4-carboxyl Acid

Co-reporter:Shi-Qiang Liu;Bin Quan;Hong-Ru Dong

Journal of Chemical Crystallography 2009 Volume 39( Issue 2) pp:87-90

Publication Date(Web):2009 February

DOI:10.1007/s10870-008-9408-9

5-Methyl-1-(1-naphthyl)-1,2,3-triazol-4-carboxyl acid 3 was synthesized from 1-aminonaphthalene. The yielded product 3 was investigated with X-ray crystallographic, NMR, MS and IR techniques. Compound 3, C14H11N3O2, Mr = 253.26, crystallizes in the orthorhombic space group Pbca with unit cell parameters a = 10.068(2), b = 12.353(2), c = 20.102(4) Å, V = 2500.1(8) Å3, Z = 8, Dx = 1.346 Mgm-3. The final R was 0.0474. The molecular packing is stabilized by intermolecular O–H···N interactions.

Synthesis and Crystal Structure of New N,N′-Bis[1-(4-methoxyphenyl)-5-methyl-1H-1,2,3-triazole-4-carbonyl]hydrazide

Co-reporter:Heng-Shan Dong;Yan-Fei Wang;Hong-Ru Dong;Bin Wang

Journal of Chemical Crystallography 2009 Volume 39( Issue 2) pp:91-94

Publication Date(Web):2009 February

DOI:10.1007/s10870-008-9421-z

The N,N′-bis[1-(4-methoxyphenyl)-5-methyl-1H-1,2,3-triazole-4-carbonyl]hydrazide 6 was synthesized from aryl triazole acids and its structure is established by MS, IR, and 1H NMR spectral data. Compound 6, C22H22N8O4, Mr = 462.48, crystallizes in the monoclinic space group P2(1)/c with unit cell parameters a = 15.3451(8), b = 8.6486(4), c = 16.8502(9) Å, α = 90.00, β = 95.731(2), γ = 90.00º, V = 2225.1(2) Å3, Z = 4, and Dx = 1.381 mg m−3. The final R was 0.0450. The four aromatic rings are close to linear because of N···H–N hydrogen bonds.Synthesis and crystal structures of N,N′-bis[1-(4-methoxyphenyl)-5-methyl-1H-1,2,3-triazole-4-carbonyl]hydrazideHeng-Shan Dong, Yan-Fei, Wang, Hong-Ru Dong, Bin, Wang, Bin Quan

The Synthesis and Crystal Structure of 5-(4-Bromophenylamino)-2-methylsulfanylmethyl-2H-1,2,3-triazol-4-carboxylic Acid Ethyl Ester

Co-reporter:Bin Wang;Heng-Shan Dong

Journal of Chemical Crystallography 2009 Volume 39( Issue 2) pp:95-98

Publication Date(Web):2009 February

DOI:10.1007/s10870-008-9425-8

The 5-(4-bromophenylamino)-2-methylsulfanylmethyl-2H-1,2,3-triazol-4-carboxylic acid ethyl ester 6 was synthesized from p-bromoaniline. The yielded product 6 was investigated with X-ray crystallographic, NMR, MS, and IR techniques. Compound 6, C13H15BrN4O2S, Mr = 371.26, crystallizes in the monoclinic space group P21/n with unit cell parameters a = 5.5220(1), b = 26.996(5), c = 10.596(2) Å, β = 103.83(3). V = 1533.8(5) Å3, Z = 4, Dx = 1.608 mg m−3. The final R1 was 0.0844; wR2 was 0.1560. H-bond is discussed.

The Crystal Structures of Some 1-Aryl-5-methyl-1,2,3-triazole Derivatives

Co-reporter:Heng-Shan Dong;Hong-Ru Dong;Tong-Qiang Zhang

Journal of Chemical Crystallography 2009 Volume 39( Issue 1) pp:32-35

Publication Date(Web):2009 January

DOI:10.1007/s10870-008-9426-7

The two 1-aryl-5-methyl-1,2,3-triazole derivatives were prepared by the 1-aryl-5-methyl-1,2,3-triazol-4-carboxylic acids 3. The yielded products 4a–b were confirmed by NMR, MS, IR spectra. We investigated the crystalline structure of compounds 4a and 4b. Compound 4a, C9H8BrN3, Mr = 238.09, crystallizes in the monoclinic space group P2(1)/n with unit cell parameters a = 11.660(2), b = 7.668(2), c = 11.818(2) Å, α = 90.00, β = 116.01(3), γ = 90.00º. V = 949.6(3) Å3, Z = 4, Dx = 1.665 Mg m−3. The final R was 0.0477. Compound 4b, C13H11N3, Mr = 209.25, crystallized in the orthorhombic space group Pbca with unit cell parameters a = 10.373(2) Å, b = 11.691(2) Å, c = 17.579(4) Å, α = 90.00º, β = 90.00º, γ = 90.00º, V = 2131.8(7) Å3, Z = 8, Dm = 1.304 Mg m−3. The final R was 0.0565.

The Synthesis and Crystal Structure of New Bis(3-chlorophenyl)-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-methanol

Co-reporter:Heng-Shan Dong;Guo-Yong Huo

Journal of Chemical Crystallography 2009 Volume 39( Issue 1) pp:28-31

Publication Date(Web):2009 January

DOI:10.1007/s10870-008-9424-9

The title compound bis(3-chlorophenyl)-[5-methyl-1-(4-methylphenyl)-1,2,3-triazol-4-yl]-methanol 8 has been synthesized and established by H NMR, IR and MS spectra and X-ray diffraction crystallography. Compound 8, C23H29Cl2N3O, Mr = 424.31, crystallizes in the monoclinic space group P21/c with unit cell parameters a = 14.5402(6) Å, b = 12.5888(5) Å, c = 11.6510(5) Å, α = 90º, β = 100.183º(2), γ = 90º, V = 2099.05(15) Å3, Dx = 1.343 mg m−3 and Z = 4. The final R was 0.0514. The molecular conformation and packing is stabilized by interactions of intermolecular O1–H1···N3′.