Liyanzhong

(a) Organo Metallics

(b)Metal-catalyzed novel mothodologies towards pharmaceuticaes

 

[17] Transition-metal-free Ring Expansion Reactions of Indene-1,3-dione: Synthesis of Functionalized Benzoannulated Seven-Membered Ring Compounds，Qiyi Yao, Lingkai Kong, Mengdan Wang, Yang Yuan, Ruizhuo Sun,Yanzhong Li* Org. Lett.,  DOI: 10.1021/acs.orglett.8b00206

 

  A novel ring expansion reaction of indene-1,3-dione with alkynyl ketones under transition-metal-free conditions has been developed. This process offers an efficient and direct way for the synthesis of benzoannulated seven-membered rings or fused ring compounds through C-C σ-bond activation. Notable features of the procedure include easily accessible starting materials, good functional group tolerance and high atom economy

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[16] Base-Promoted Tandem Reaction towards Conjugated Dienone or Chromone Derivatives with a Cyano Group: Insertion of Alkynes into C–C σ-Bonds of 3-Oxopropanenitriles, Qiyi Yao, Lingkai Kong, Fangfang Zhang, Xianghua Tao and Yanzhong Li*，Adv. Synth. Catal. 2017, 359, 3079–3084.

 Base-promoted insertion reactions of alkynes into C-C σ-bonds were established to construct highly functionalized conjugate olefins and chromone derivatives via transition-metal free tandem reactions. This reaction has the potential to become a general synthetic protocol for the preparation of cyano substituted olefins and chromones due to the abundance of easily accessible starting materials possessing diverse substituent groups.

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[15] Insertion of Isolated Alkynes into Carbon–Carbon s-Bonds of Unstrained Cyclic b-Ketoesters via Transition-Metal-Free Tandem Reactions: Synthesis of Medium-Sized Ring Compounds，Yuanyuan Zhou, Xianghua Tao, Qiyi Yao, Yulei Zhao, and Yanzhong Li*，Chem. Eur. J., 2016, 22, 17936 – 17939

 

 

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[14] Base-Promoted Tandem Reaction Involving Insertion into Carbon–Carbon s-Bonds: Synthesis of Xanthone and Chromone Derivatives，Xingcan Cheng, Yuanyuan Zhou, Fangfang Zhang, Kai Zhu, Yuanyuan Liu, and Yanzhong Li*，Chem. Eur. J., 2016, 22, 1 – 6

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[13] Base-mediated insertion reaction of alkynes into carbon–carbon σ-bonds of ethanones: synthesis of hydroxydienone and chromone derivatives，Fangfang Zhang, Qiyi Yao, Yang Yuan, Murong Xu, Lingkai Kong and Yanzhong Li*，Org. Biomol. Chem., 2017, 15, 2497-2500. 

 

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[12] Selective synthesis of pyrrolo[1,2-a]azepines or 4,6-dicarbonyl indoles via tandem reactions of alkynones with pyrrole derivatives, Yulei Zhao, Yang Yuan, Murong Xu, Zhong Zheng, Runhua Zhang and Yanzhong Li*, Org. Biomol. Chem., 2017, 15, 6328-6332. 

 

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[11] Tertiary amine self-catalyzed intramolecular Csp3–H functionalization with in situ generated allenes for the formation of 3-alkenyl indolines，Yulei Zhao, Murong Xu, Zhong Zheng, Yang Yuan and Yanzhong Li*，Chem. Commun..2017, 53, 3721-3724.

A novel methodology for the synthesis of 3-alkenyl indolines through the reaction of in situ generated allenes with N-benzylic Csp3–H has been developed. The reaction was realized by Pd(0) catalyzed allenylation of propargyl carbonate with organoboron and subsequent tertiary amine self-catalyzed Csp3–H functionalization in a one-pot process. Control reactions suggested that the substrate itself might also serve as a Lewis base for the N-benzylic Csp3–H functionalization.

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[10] Copper-Catalyzed Oxidative Dearomatization/Spirocyclization of Indole-2-Carboxamides: Synthesis of 2‑Spiro-pseudoindoxyls, Lingkai Kong, Mengdan Wang, Fangfang Zhang, Murong Xu, and Yanzhong Li*, Org. Lett., 2016, 18, 6124-6127.

  

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[9] Metal/Benzoyl Peroxide (BPO)-Controlled Chemoselective Cycloisomerization of (o‑Alkynyl)phenyl Enaminones: Synthesis of α‑Naphthylamines and Indeno[1,2‑c]pyrrolones, Fangfang Zhang, Zhengchen Qin, Lingkai Kong, Yulei Zhao, Yuanyuan Liu, and Yanzhong Li*, Org. Lett.,2016, 18, 5150-5153.  

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[8] Synthesis of polycyclic benzo[b]indolo[3,2,1-de]acridines via sequential allenylation/Diels-Alder cyclization/hydrogen migration reaction, Yulei Zhao, Yang Yuan, Xiaoyu Wang and Yanzhong Li*, J. Org. Chem., 2017, 82，11198–11205. 

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[7] Synthesis of 1-Alkyl-3-(2-oxo-2-aryl/alkyl-ethyl)indolin-2-ones through Gold/Brønsted Acid Relay Actions: Observation of Selective C=C Bond Cleavage of Enaminones, Yulei Zhao, Yang Yuan, Lingkai Kong, Fangfang Zhang and Yanzhong Li*, Synthesis, 2017, 49, 3609-3618.  

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[6] Pd-Catalyzed C-H/N-H Arylation: One-Pot Synthesis of Indolo[1,2-f]phenanthridines, Lingkai Kong, Qiyi Yao, Mengdan Wang, Ruizhuo Sun and Yanzhong Li *, ChemSelect, 2018, 3, 456–460.   

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[5] Insertion of Isolated Alkynes into Carbon–Carbon s-Bonds of Unstrained Cyclic b-Ketoesters via Transition-Metal-Free Tandem Reactions: Synthesis of Medium-Sized Ring Compounds, Yuanyuan Zhou, Xianghua Tao, Qiyi Yao, Yulei Zhao, and Yanzhong Li*，Chem. Eur. J., 2016, 22, 17936–17939. 

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[4] Base-Promoted Tandem Reaction Involving Insertion into Carbon– Carbon s-Bonds: Synthesis of Xanthone and Chromone Derivatives, X. Cheng, Y. Zhou, F. Zhang, K. Zhu, Y. Liu and Y. Li*, Chem. Eur. J., 2016, 22, 12655–12659. 

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[3] Gold-catalyzed chemo- and diastereoselective C(sp²)–H functionalization of enaminones for the synthesis of pyrrolo[3,4-c]-quinolin-1-one derivatives，Y. Zhao, Q. Duan, Y. Zhou, Q. Yao and Y. Li*，Org. Biomol. Chem., 2016, 14, 2177-2181. 

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[2] Copper-Catalyzed Synthesis of Substituted Quinolines via C-N Coupling/Condensation from ortho-Acylanilines and Alkenyl Iodides，L. Kong, Y. Zhou, H. Huang, Y. Yang, Y. Liu, Y. Li*, J. Org. Chem., 2015, 80, 1275.

 

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[1] LDA-Promoted Synthesis of 3‑Amino Furans by Selective Lithiation of Enaminones，L. Kong, Y. Shao, Y. Li, Y. Liu, and Y. Li*, J. Org. Chem.,2015, 80, 12641-12645.