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成果及论文

山东大学独立研究成果:

  17. Zhenguo Xi, Xi-Jia Liu, Zhaoquan Guo, Zhiwei Gao, Zhi-Xiang Yu*, Hongyin Gao*Regioselective umpolung para-C-H functionalization of arylhydroxylaminesNat. Synth. 2023, 2, DOI: 10.1038/s44160-023-00293-8. (Link)


16. Xiao Liu, Jingtai Pei, Zhiwei Gao, Hongyin Gao*Synthesis of ortho-Phosphated (Hetero)Arylamines through Cascade Atherton−Todd Reaction/[3,3]-Rearrangement from Arylhydroxylamines and Dialkyl PhosphitesOrg. Lett. 2022, 24, doi.org/10.1021/acs.orglett.2c03269. (Link)


15. Gaofei Xu, Zongtao Han, Lirong Guo, Haifeng Lu*, Hongyin Gao* “Transition-Metal-Free Cascade Approach for the Synthesis of Functionalized Biaryls by SNAr of Arylhydroxylamines with Arylsulfonium Salts” J. Org. Chem. 2022, 87, 10449-10453. (Link)


14. Yue Liu, Gaofei Xu, Hongyin Gao* “[2,3]-Sigmatropic Rearrangement of Arylhydroxylamines: Rapid Access to ortho-Sulfonylated Anilines” Synlett 2022, 33, 1675-1680. (Invited Synpacts Highlight) (Link)

 

13. Min Wang, Xiao Liu, Liying Wang, Haifeng Lu,* Hongyin Gao* “Cooperative Gold/Zinc-catalyzed Cascade Approach to Tryptophan Derivatives from N-arylhydroxylamines and Alkynes” Asian J. Org. Chem. 2022, 11, e202200054. (Link) († Equal contribution)


12. Yue Liu, Songlin Bai, Yuanbo Du, Xiangbing Qi,* Hongyin Gao* “Expeditious and Efficient ortho-Selective Trifluoromethane-sulfonylation of Arylhydroxylamines” Angew. Chem. Int. Ed. 2022, 61, e202115611. (Hot Paper) (Link)

11. Zhuyong Zhang, Junfei Luo,* Hongyin Gao*Rapid Access to Fluorinated Anilides via DAST-Mediated Deoxyfluorination of ArylhydroxylaminesOrg. Lett. 2021, 23, 9332-9336. (Link)

10. Fengting Liu, Min Wang, Jiatong Qu, Haifeng Lu,* Hongyin Gao* “Synthesis of non-C2 symmetrical NOBIN-type biaryls through a cascade N-arylation and [3,3]- sigmatropic rearrangement from O-arylhydroxylamines and diaryliodonium salts” Org. Biomol. Chem. 2021, 19, 7246-7251. (Link)

9. Yuanbo Du, Zhenguo Xi, Lirong Guo, Haifeng Lu,* Lei Feng, Hongyin Gao* “Practical bromination of arylhydroxylamines with SOBr2 towards ortho-bromoanilides” Tetrahedron Lett. 2021, 72, 153074. (Link)

8. Min Wang, Yue Liu, Liying Wang, Haifeng Lu,* Lei Feng and Hongyin Gao* “Cascade Chan-Lam C- O Coupling/[3,3]-Rearrangement of Arylhydroxylamines with Arylboronic Acids Toward NOBIN Analogues” Adv. Synth. Catal. 2021, 363, 1733-1738. (Link)

7. Hairui Yuan, Yuanbo Du, Fengting Liu, Lirong Guo, Qianyu Sun, Lei Feng, and Hongyin Gao* “Tandem approach to NOBIN analogues from arylhydroxylamines and diaryliodonium salts via [3,3]-sigmatropic rearrangement” Chem. Commun. 2020, 56, 8226-8229. (Link) († Equal contribution)

6. Lirong Guo, Fengting Liu, Liying Wang, Hairui Yuan, Lei Feng, Haifeng Lu* and Hongyin Gao* “Transition-metal-free aerobic C–O bond formation via C–N bond cleavage” Org. Chem. Front. 2020, 7, 1077-1081. (Link) († Equal contribution)

5. Hairui Yuan, Min Wang, Zhenghu Xu*, and Hongyin Gao* “Palladium-Catalyzed Annulation of Aryltriazoles and Arylisoxazoles with Alkynes” Adv. Synth. Catal. 2019, 361, 4386-4392. (Link)

4. Lirong Guo, Fengting Liu, Liying Wang, Hairui Yuan, Lei Feng, Laszlo Kürti, and Hongyin Gao* “Cascade Approach to Highly Functionalized Biaryls by a Nucleophilic Aromatic Substitution with Arylhydroxylamines” Org. Lett. 2019, 21, 2894-2898. (Link) († Equal contribution)

 


3. Hairui Yuan, Lirong Guo, Fengting Liu, Zechen Miao, Lei Feng, and Hongyin Gao* “Copper-Catalyzed Tandem O-Vinylation of Arylhydroxylamines /[3,3]-Rearrangement/Cyclization: Synthesis of Highly Substituted Indoles and Benzoindoles” ACS Catal. 2019, 9, 3906-3912. (Link)

 

2.  Hairui Yuan, Thirupathi Nuligonda, Hongyin Gao, Chen-Ho Tung and Zhenghu Xu* “Copper-Catalyzed IntermolecularCarbene Insertion into S-S bond of Benzenesulfonothioate.” Org. Chem. Front. 20185, 1371-1374. (Link)

 

1. KaitlynLovato,  Lirong Guo,  Qing-Long Xu, Fengting Liu,  Muhammed Yousufuddin,d  Daniel H. Ess,*  László Kürti* and Hongyin Gao* “Transition metal-free direct dehydrogenative arylation ofactivated C(sp3)–H bonds: synthetic ambit and DFT reactivity predictions.” Chem. Sci. 2018, 9, 7992-7999. (Link)

 

研究生及博士后期间成果:

 

15. Zhe Zhou, Zhiwei Ma, Nicole Erin Behnke1, Hongyin Gao and László Kürti.* “Non-Deprotonative Primary and Secondary Amination of (Hetero)Arylmetals.”  J. Am. Chem. Soc. 2017, 139, 115-118. (Link)

 

14. Hongyin Gao, Zhe Zhou, Doo-Hyun Kwon, James Coombs, Steven Jones, Nicole Erin Behnke1, Daniel H. Ess*, László Kürti.* “Rapid Heteroatom-Transfer to Arylmetals Utilizing Multifunctional Reagent Scaffolds.” Nat. Chem. 2017 9, 681-688. (Link) This paper was highlighted by C&EN (2016, 94 (48).) <Link> and X-Mol <Link> on December 7th, 2016.

 

13. Hongyin Gao,# Qing-Long Xu, # Craig Keene, Muhammed Yousufuddin, Daniel H. Ess, László Kürti.*Practical Organocatalytic Synthesis of Functionalized Non-C2-Symmetrical Atropisomeric Biaryls.” Angew. Chem. Int. Ed. 2016, 55, 566-571. (Hot Paper) (Link) This paper was highlighted by C&EN (Chemical and Engineering News 2015, 93(48), 37.). <Link> # Contributed equally.

 

12. Hongyin Gao, Qing-Long Xu, Craig Keene, László Kürti.* “Scalable, Transition-Metal-Free Direct Oxime O-Arylation: Rapid Access to O-Arylhydroxylamines and Substituted Benzo[b]furans.” Chem. Eur. J. 2014, 20, 8883-8887. (Link)

 

11. Hongyin Gao, Qing-Long Xu, Muhammed Yousufuddin, Daniel H. Ess, László Kürti.* Rapid Synthesis of Fused N-Heterocycles by Transition-Metal-Free Electrophilic Amination of Arene C-H Bonds.” Angew. Chem. Int. Ed. 2014, 53, 2701-2705. (Hot Paper) (Link) This paper was highlighted by SYNFACTS (Synfacts 2014, 10(4), 351.). <Link>

 

10. Jawahar L Jat, Mahesh P. Paudyal, Hongyin Gao, Qing-Long Xu, Muhammed. Yousufuddin, Deepa Devarajan, Daniel H. Ess, László Kürti,* J. R. Falck.* Direct Stereospecific Synthesis of Unprotected N-H and N-Me Aziridines from Olefins.” Science 2014, 343, 61-65. (Link) This paper was highlighted by Science, <Link> Nature Chemistry, <Link>  Angewandte Chemie International Edition, <Link> Chemical and Engineering News and Chemistry World.

 

9. Qing-Long Xu, Hongyin Gao, Daniel H. Ess, László Kürti.* Aerobic, Transition-Metal-Free, Direct and Regiospecific Mono-α-Arylation of Ketones: Synthetic Studies and Mechanism by DFT Calculations.” J. Am. Chem. Soc. 2013, 135, 14048-14051. (Link)

 

8. Gong-Qiang Li, Hongyin Gao, Craig Keene, Michael Devonas, Daniel H. Ess, László Kürti.* Organocatalytic Aryl-Aryl Bond-Formation: An Atroposelective [3,3]-Rearrangement Approach to BINAM Derivatrives.” J. Am. Chem. Soc. 2013, 135, 7414-7417. (Link)

 

7. Hongyin Gao, Daniel H. Ess, M. Yousufuddin,  László Kürti.* Transition- Metal-Free Direct Arylation: Synthesis of Halogenated 2-Amino-2’-Hydroxy-1,1’-Biaryls and Mechanism by DFT Calculations.”  J. Am. Chem. Soc. 2013, 135, 7086-7089. (Cover Paper) (Link) This paper was highlighted by JACS (J. Am. Chem. Soc. 2013, 135, 7081.), <Link>  SYNFACTS (Synfacts 2013, 9(8), 879.) <Link> and C&EN (Chemical and Engineering News 2013, 91(21), 40.). <Link>

 

6. Hongyin Gao, Junliang Zhang. “Catalytic Cascade Reactions”, Chap 6, 225-282. First Edition. Edited by Peng-Fei Xu and Wei Wang. John Wiley & Sons, Inc. 2014.

 

5. Hongyin Gao, Junliang Zhang.* Cationic Rhodium(I)-Catalyzed Regioselective Tandem Hetero- cyclization/ [3+2] Cycloaddition of 2-(1-Alkynyl)-2-alken-1-ones with Alkynes. Chem. Eur. J. 2012, 18, 2777-2782. (Link)

 

4. Hongyin Gao, Xingxing Wu, Junliang Zhang.*Gold(I)-Catalyzed Highly Diastereo- selective Tandem Heterocyclization/[3+2] Cycloaddition: Synthesis of Highly Substituted Cyclopenta[c]furan.” Chem. Eur. J. 2011, 17, 2838-2841. (Link)

 

3. Hongyin Gao, Xingxing Wu, Junliang Zhang.* Exo/endo selectivity-control in Lewis-acid catalyzed tandem hetero-cyclization/formal [4+3] cycloaddition: synthesis of polyheterocycles from 2-(1-alkyn-yl)-2-alken-1-ones and 1,3-diphenylisobenzofuran.” Chem. Commun. 2010, 46, 8764-8766. (Link)

 

2. Hongyin Gao, Xiaoli Zhao, Yihua Yu, Junliang Zhang.* “Highly Substituted Furo [3,4-c]azepines by Gold(I)-Catalyzed Diastereoselective Tandem Double Heterocyclizations and 1,2-Alkyl Migration.” Chem. Eur. J. 2010, 16, 456-459. (Link) This paper was highlighted by SYNFACTS ( Synfacts 2010, 3, 285.). <Link>

 

1. Hongyin Gao, Junliang Zhang. “A Dramatic Substituent Effect in Silver(I)-Catalyzed Regioselective Cyclization of ortho-Alkynylaryl Aldehyde Oxime Derivatives.” Adv. Synth. Catal. 2009, 351, 85-88. (Link)

 

专利:

9. 一类新型偶氮类发泡剂及合成方法,202211226153.9

 

8. 一种色酚AS的制备方法,202210996619.7

 

7. 一种合成手性色氨酸衍生物的方法,202111175245.4

 

6. 一种含硫基二氢异恶唑类化合物及其合成方法,202111359078.9

 

5. 一种邻位磺酰化芳胺化合物及其合成方法,ZL 2021 1 1338392.9

 

4. NOBIN类联芳基化合物及其合成方法,ZL 2021 1 0109185.X

 

3. Hongyin Gao, László Kürti, and Zhe Zhou. Amination and Hydroxylation of Arylmetal Compounds.” (US Provisional filed on 5/5/2016 by Rice University; IP Application # 62/366,483).

 

2. Hongyin Gao, László Kürti. “Transition Metal Free Methods of Synthesis of Biaryl Compounds.” (US Provisional patent filed on 11/9/2015 by Rice University. Now Converted: PCT/US2016/061628).

 

1. Carolyn L. Cannon, Hongyin Gao, László Kürti, Kush Nimish Shah, Parth Nimish Shah. “Biaryl Compounds as Antimicrobial and Chemotherapeutic Agents.” (US Provisional patent filed on 9/16/2015 jointly by Rice University and Texas A&M University. Now Converted: PCT/US2016/061607).