Shilei Zhang

Shilei Zhang, Ph.D.

Professor

Department of Medicinal Chemistry

Email: zhangshilei@suda.edu.cn

Biosketch

q Education

1998.9-2002.7,Ocean Chemistry, School of Chemistry and Chemical Engineering, Ocean University of China, Undergraduate.

2002.9-2007.7,Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Medicinal Chemistry, Ph.D.

q Work experience

2007.7-2008.9,Department ofMedicinalChemistry, School of Pharmacy, East China University of Science and Technology, Lecturer.

2008.10-2012.1,University of New Mexico, Organic Chemistry, Postdoctoral.

2012.2-,Department ofMedicinal Chemistry, School of Pharmacy, Soochow University, Professor.

Research Interests

q Aryne chemistry.Our original method to generate aryne fromo-diiodioarene and NaH,and the broad applications of the simple method to discovery of new reactions.

q Developing efficient methods to construct privileged structures of drugs

q Design and synthesis of anticancer drugs

Select Publications

1) Luo, F.;Zhou, H.;Chen, X-B.;*Liu, X-J.; Chen, X-D.; Qian, P-F.; Wu, X-P.;*Wang,W.;*Zhang,S.*Synthesis of α‑Aryl Primary Amides from α‑Silyl Nitriles and Aryl Sulfoxides through [3,3]-Sigmatropic Rearrangement.Org. Lett.2022,24(8),1700-1705.

2) Gui,J.;Cai,X.;Chen,L.;Zhou,Y.;Zhu,W.;Jiang,Y.;Hu,M.;Chen,X.;*Hu, Y.;*Zhang, S.*“Facile and practical hydrodehalogenations of organic halides enabled by calcium hydride and palladium chloride”Org. Chem. Front.2021,8(17),4685-4692. (2021 Organic Chemistry Frontiers HOT articles)

3) Sun, W.; Chen, X.; Hu, Y.*; Geng, H.; Jiang, Y.; Zhou, Y.; Zhu, W.; Hu, M.; Hu, H.; Wang, X.; Wang, X.;Zhang, S.*;Hu, Y.*“ANaH-promotedN-detosylationreactionofdiversep-toluenesulfonamides”Tetrahedron Lett.2020,61(43), 152442.(Cover Paper)

4) Chen, X.; Jiang, Y.; Geng, H.; Liu, X.; Huang, Y.; Lu, J.; Gao, C.;Zhang, S.*;Zhang, J.*; Wang, W.*“Aldehydes Switch Regioselectivity: a Prins Cyclization Strategy for the Synthesis of Indoline-fused THFs and Indole-fused Oxepanes”Adv. Synth. Catal.,2020,362(13), 2620-2625.

5) Geng, H.; Chen, X.*; Gui, J.; Zhang, Y.; Shen, Z.; Qian, P.; Chen, J.;Zhang, S.*; Wang, W.*“Practical Synthesis of C-1 Deuterated Aldehydes Enabled by NHC Catalysis”Nature Catalysis2019,2(12), 1071-1077.

6) Jiang, J.; Cai, X.; Hu, Y.; Liu, X.; Chen, X.; Wang, S.; Zhang, Y.;Zhang, S.*“Thermo-promoted Reactions of Anthranils with Carboxylic Acids, Amines, Phenols and Malononitrile under Catalyst-free Conditions”J. Org. Chem.2019,84 (4),2022-2031.

7) Liu,Y.;Mao,Y.;Hu,Y.;Gui,J.;Wang,L.;Wang,W.;Zhang, S.*“The Employment of Sodium Hydride as a Michael Donor in Palladium-catalyzed Reductions of α, β-Unsaturated Carbonyl Compounds”Adv. Synth. Catal.,2019,361(7), 1554-1558.

8) Jiang, J.; Hu, Y.; Cai, X.; Wang, L.; Hu, Y.; Chen, S.;Zhang, S.;*Zhang, Y. “Bis(phenylsulfonyl)methane mediated synthesis of olefins via a halogen elimination and double bond migration”Org. Biomol. Chem.,2018,16 (15), 2619-2622.

9) Mao, Y.; Liu, Y.; Hu, Y.; Wang, L.;Zhang, S.;*Wang, W. “Pd-Catalyzed Debenzylation and Deallylation of Ethers and Esters with Sodium Hydride”ACS Catal.,2018,8 (4), 3016-3020.

10) Yang, J.; Qiu, G.; Jiang, J.; Hu, Y.;*Chen, S.;Zhang, S.;*Zhang Y.“Asymmetric Organocatalytic Synthesis of Benzopyran- andBenzofuran-Fused Polycyclic Acetals”Adv. Synth. Catal.,2017,359 (13), 2184-2190.

11) Xie, R.;Hu,Y.;Wan, H.;Hu,Y.;Chen,S.;Zhang, S.;*Zhang, Y.“An efficient synthesis of 4,6-substituted pyrrolo[3,2-d]pyrimidines by silver-catalyzed cyclization of acyetylene amine”Tetrahedron Lett.2016,57, 2418-2421.

12) Chen, X.; Zhang, Y.; Wan, H.; Wang, W.;Zhang, S.*“Stereoselective organocatalytic oxidation of alcohols to enals: a homologation method to prepare polyenes”Chem. Commun.,2016,3532-3535.

13) Wang, J.; Qian, P.; Hu, Y.; Yang, J.; Jiang, J.; Chen, S.; Zhang, Y.;Zhang, S.*“Organocatalytic aldol addition reaction of cyclic hemiacetals to aldehydes”Tetrahedron Lett.2015,56, 2875-2877.

14) Liu, S.;Hu,Y.;Qian,P.;Hu,Y.;Ao,G.;Chen,S.;Zhang, S.;*Zhang, Y.“An efficient cascade approach to dibenzoxazepinones via nucleophilic aromatic substitution and Smiles rearrangement”Tetrahedron Lett.2015,56, 2211-2213.

15) Liu,S.;Zhu,S.;Wu,Y.;Gao,J.;Qian,P.;Hu,Y.;Shi,L.;Chen,S.;Zhang,S.;*Zhang, Y.“One-pot synthesis of N-aryl-nicotinamides and diaryl-amines based on a tunable Smiles rearrangement”Eur.J.Org.Chem.,2015, 3048-3052

16) Zhu, Y.; Qian, P.; Yang, J.; Chen,S.; Hu, Y.; Wu, P.; Wang, W.; Zhang, W.;Zhang, S.*“Organocatalytic Enantioselective Michael Addition of Cyclic Hemiacetals to Nitroolefins: A Facile Access to Chiral Substituted 5- and 6-Membered Cyclic Ethers”Org. Biomol. Chem.,2015,13, 4769-4775.

17) Liu, S.; Chen, X.; Hu, Y.; Yuan, L.; Chen, S.; Wu, P.; Wang, W.;Zhang, S.;*Zhang W.“An Efficient Method for the Production of Terminal Alkynes from 1,1-Dibromo-1-alkenes and its Application in the Total Synthesis of Natural Product Dihydroxerulin”Adv. Synth. Catal.,2015,357, 553-560.