HongGuang Du

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Name: 杜洪光; HongGuang Du

Organization: Beijing University of Chemical Technology

Department: State Key Laboratory of Chemical Resource Engineering, Department of Organic Chemistry, College of Science

Title: Professor

TOPICS

Organic Chemistry

C-H Activation Amination

Chemicals
References

Purinyl N3-Directed Palladium-Catalyzed C–H Alkoxylation of N9-Arylpurines: A Late-Stage Strategy to Synthesize N9-(ortho-Alkoxyl)arylpurines

Co-reporter:Mingwu Yu, Zhiqian Wang, Miao Tian, Chenghu Lu, Shunlai Li, and Hongguang Du

The Journal of Organic Chemistry 2016 Volume 81(Issue 8) pp:3435-3442

Publication Date(Web):March 25, 2016

DOI:10.1021/acs.joc.6b00148

A palladium-catalyzed alkoxylation of N9-arylpurines with primary or secondary alcohols has been developed successfully, which is a rare C–H activation reaction of polynitrogenated purines and offers a late-stage strategy to synthesize N9-(ortho-alkoxyl)arylpurines. Although there are more than four nitrogen atoms present in the purine moiety, the reaction can be effectively conducted by sterically blocking the N1 site for catalyst coordination and first employing the purinyl N3 atom as a directing group.

Copper-Catalyzed Intramolecular Alkoxylation of Purine Nucleosides: One-Step Synthesis of 5′-O,8-Cyclopurine Nucleosides

Co-reporter:Mingwu Yu, Zhiqian Wang, Junbin Hu, Shunlai Li, and Hongguang Du

The Journal of Organic Chemistry 2015 Volume 80(Issue 19) pp:9446-9453

Publication Date(Web):September 4, 2015

DOI:10.1021/acs.joc.5b01360

A novel copper-catalyzed intramolecular dehydrogenative alkoxylation of purine nucleosides has been developed successfully, providing the 5′-O,8-cyclopurine nucleosides in one-step with a yield up to 90%. The method, which utilized an inexpensive CuCl catalyst and a di-tert-butyl peroxide (DTBP) oxidant was suitable in a broad substrate scope and proceeded well even in gram scale.

Synthesis of N6-alkyl(aryl)-2-alkyl(aryl)thioadenosines as antiplatelet agents

Co-reporter:Guocheng Liu, Jiaxi Xu, Ning Chen, Si Zhang, Zhongren Ding, Hongguang Du

European Journal of Medicinal Chemistry 2012 Volume 53() pp:114-123

Publication Date(Web):July 2012

DOI:10.1016/j.ejmech.2012.03.047

A series of novel N6-alkyl(aryl)-2-alkyl(aryl)thioadenosines were synthesized, and their human antiplatelet aggregation activities were evaluated by the stimulation of adenosine 5′-diphosphate (ADP). Some of these compounds showed strong activity, among which compound 5b11 displayed the highest activity with an IC50 value of 29 ± 3 μM. Furthermore, five compounds were tested against arachidonic acid (AA)-induced human platelet aggregation. The results showed that compound 5b10 exhibited the highest activity with an IC50 value of 3 ± 2 μM. The adenosine derivatives substituted with a phenethyl group at the N6 position and a methylthio or ethylthio group at the C-2 position displayed high antiplatelet aggregation activity.Graphical abstractA series of novel N6-alkyl(aryl)-2-alkyl(aryl)thioadenosines were synthesized and evaluated for their human antiplatelet activities.Highlights► A series of novel N6-alkyl(aryl)-2-alkyl(aryl)thioadenosines were synthesized. ► Their human antiplatelet activities were also evaluated. ► Compounds 5b10 and 5b11 showed excellent antiplatelet activity. ► The structure–activity relationships of these novel compounds have been discussed.

Novel synthesis approach and antiplatelet activity evaluation of 6-alkylamino-2,4-dialkyl(aryl)thiopyrimidines

Co-reporter:Guocheng Liu, Jiaxi Xu, Ki Chul Park, Ning Chen, Si Zhang, Zhongren Ding, Feng Wang, Hongguang Du

Tetrahedron 2011 67(29) pp: 5156-5161

Publication Date(Web):

DOI:10.1016/j.tet.2011.05.056

Synthesis, Crystal Structures and Thermal Stabilities of [Cu(bpp)2(bpdc)(H2O)2]n2nH2O and [Cu(bpp)2]nn (tdc) 7.5nH2O

Co-reporter:Jing-Hua YU;Zhong-Ming WANG;Xin-Ze LUO;Hong-Guang DU

Chinese Journal of Chemistry 2008 Volume 26( Issue 10) pp:1826-1830

Publication Date(Web):

DOI:10.1002/cjoc.200890329

Abstract

Two novel copper(II) coordination polymers [Cu(bpp)₂(bpdc)(H₂O)₂]_n·2nH₂O (1) and [Cu(bpp)₂]_n·n(tdc)·7.5nH₂O (2) (H₂bpdc=biphenyl-4,4′-dicarboxylic acid, bpp=1,3-di(4-pyridyl)propane and H₂tdc=thiophene-2,5-dicartboxylic acid) have been synthesized by the reactions of Cu(NO₃)₂and bpp with the H₂bpdc or H₂tdc, respectively at room temperature. In the complexes 1 and 2, their Cu atoms have a distorted octahedral geometry, and two water molecules coordinate weakly to the Cu atom in the long axial direction. Both complexes have one-dimensional linear polymer structures. In complex 1, both carboxylate groups of the bpdc can coordinate to Cu atom, while both carboxylate groups of the tdc dianion in complex 2 do not coordinate to the Cu atom, which only balance the charge. In the both complexes, the bpp ligand has different conformation: trans-trans in complex 1 and trans-gauche in complex 2. The thermal gravimetric analyses indicate that both complexes are stable under 110 and 160 °C, respectively.