個人生平
研究方向
成瑩教授的研究方向為有機合成方法學和卡賓化學,目前的研究工作集中在雜原子取代卡賓的反應和套用、新穎多官能團雜環化合物新合成方法和具有生物活性的天然化合物及類似物全合成等方面。
主要成就
在工作中,發現了N-雜環卡賓衍生的偶極內鹽是高度位置選擇性的兩可性雙1,3-偶極體,研究了兩可性1,3-環加成的反應歷程和反應規律;證明了新型卡賓中間體-氮氯取代卡賓的存在及其親核反應性能;揭示了環狀醯氨基卡賓和芳氧基氯代卡賓等兩親性卡賓在構建複雜螺雜環、橋雜環和稠雜環化合物中的套用價值。提出了由手性雜環烯胺合成多羥基氮稠雜環生物鹼和類似物的新策略。建立與發展了合成非對稱二芳環並[1,5]二氮芳辛類和雙二氮芳辛類化合物的一步合成新途經;提出了鹼催化下Friedel-Crafts醯基化反應合成各種N-烷基靛紅的一步反應新方法。這些研究成果發表在Chem. Rev.、Chem. Eur. J.、Chem. Comm.、J. Org. Chem.等SCI收錄的、國際有重要影響的學術期刊上。自1998年以來,主持
國家自然科學基金、
北京市自然科學基金和教育部科研基金等十餘項。
主講課程
科研項目
·
國家自然科學基金面上項目(20672013)“ N- 雜環卡賓衍生的兩可性 1,3- 偶極體化學研究-構建螺雜環的新策略”,2007.1-2009.12, 項目負責人。
·
國家自然科學基金“傑出青年基金”(20525207), “有機合成反應”,2006.1-2009.12, 項目負責人。
· 教育部“
新世紀優秀人才支持計畫”(NCET-04-0143), 2005.1-2007.12, 項目負責人。
·
國家自然科學基金面上項目(20472010),“手性雜環烯胺和多羥基氮稠雜環生物鹼新合成方法研究”,2005.1-2007.12, 項目負責人。
·
北京市自然科學基金面上項目(2052013),“抗腫瘤、抗愛滋病的多羥基雜環生物鹼新合成方法研究”,2005.1-2007.12, 項目負責人。
· 教育部科學技術研究重點項目(104014),“雜原子取代卡賓的反應性能及其在有機合成中的套用”,2004.1-2006.12, 項目負責人。
·
國家自然科學基金面上項目(20172009),“新型親核卡賓-氮氯卡賓化學研究”,2002.1-2004.12, 項目負責人。
·
國家自然科學基金面上項目(29772003),“新穎的中等大小含氮雜環化合物的新合成方法研究”,1998.1-2001.12, 項目負責人。
代表論文
29. “Highly Site, Regio- and Stereoselective Multicomponent Reaction of Benzimidazole Carbenes, Isothiocyanates and Allenoates”
Bo Wang, Jia-Qi Li, Ying Cheng*,
Tetrahedron Lett., 2008, 49, 485-489.
28. “The unprecedented ring transformation from thiazoline-spiro-thiophene to thieno[2,3-b]pyrazine involved in the reaction of 2-thiocarbamoyl thiazolium salts with dimethyl acetylenedicarboxylate”
Yang-Guang Ma and Ying Cheng*,
Chem. Commun., 2007, (47), 5087-5089.
27. “Substrate Controlled and Site Selective [3+2]-Cycloadditions of N-Heterocyclic Carbene Derived Ambident Dipoles”
Ying Cheng*, Mei-Fang Liu, De-Cai Fang* and Xue-Mei Lei,
Chem. Eur. J., 2007, 13 (15), 4282-4292.
26. “Highly Efficient and Site Selective [3+2] Cycloaddition of Carbene-Derived Ambident Dipoles with Ketenes for a Straightforward Synthesis of Spiro-pyrrolidones”
Jia-Qi Li, Rong-Zhen Liao, Wan-Jian Ding, and Ying Cheng*
J. Org. Chem., 2007, 72, 6266-6269.
25. “The Interaction of b-Lactam Carbenes with Aryl Isonitriles: an Unprecedented Rearrangement of 2-Azetidinonylidene Indoles to d-Carbolinones”
Ying Cheng* and Lan-Qing Cheng
J. Org. Chem., 2007, 72 (7), 2625-2630.
24. “A Versatile Strategy for Divergent and Diastereoselective Synthesis of Natural Product-Like Polyhydroxylated Indolizidines”
Xiao-Ping Jiang, Ying Cheng*, Gao-Feng Shi, and Zhi-Mei Kang
J. Org. Chem., 2007, 72 (6), 2212-2215.
23. “Reaction of b-lactam carbenes with alkyl isonitriles for a ready approach to 4-cyano and 4-carbamoyl substituted b-lactams”
Lan-Qing Cheng and Ying Cheng*
Tetrahedron, 2007, 63(38), 9359-9364.
22. “An Unprecedented Tandem 1,3-Dipolar Cycloaddition/Cheletropic Elimination: a Facial Approach to Novel Push-Pull Olefins”
Qing Zhu, Mei-Fang Liu, Bo Wang and Ying Cheng*
Org. Biomol. Chem., 2007, 5, 1282-1286.
21. “A N-heterocyclic carbene derived highly regioselective ambident C-C-S and C-C-N 1,3-dipolar system”
Mei-Fang Liu, Bo Wang and Ying Cheng*
Chem. Commun., 2006, 1215-1217.
20.“High Nucleophilicity of Cyclic Amidocarbene toward Aryl Isocyanates, New Approach to Spiro[azetidinone-4,3’-indolinone] Derivatives”
Ying Cheng*, Bo Wang, and Lan-Qing Cheng
J. Org. Chem., 2006, 71 (12), 4418-4427.
19. “The Interaction of Aryloxychlorocarbenes with Acetylenedicarboxylate: Novel Formation of Polyfunctional Butadienes and 8-Oxatricyclo[3.2.1.02.4]oct-6-enes”
Ying Cheng*, Qing Zhu, Quan Song Li, and Otto Meth-Cohn
J. Org. Chem., 2005, 70 (12), 4840-4846.
18.“Heterocycles derived from heteroatom-substituted carbenes”
Ying Cheng* and Otto Meth-Cohn*;
Chem. Rev., 2004, 104 (5), 2507-2530.
17. “Heterocyclic Enamines: the Versatile Intermediates in the Synthesis of Heterocyclic Compounds and Natural Products”
Ying Cheng*, Zhi-Tang Huang and Mei-Xiang Wang*
Current Org. Chem., 2004, 8 (4), 325-350.
16. “A Simple One-Pot reaction to the Bis-dibenzo[b,f][1,5]diazocines: The Useful Precursors of Novel Macrocycles”
Ying Cheng*, Bo Wang, Otto Meth-Cohn
Synthesis, 2003, 18, 2839-2843.
15. “The surprising nucleophilic addition of aminochlorocarbenes to diethylacetylenedicarboxylate and to oxalyl chloride: Quinolines and benzo[1,4]diazepines from N-alkylformanilides and oxalyl chloride in the presence of Hunig’s base”
Ying Cheng*, Hua Yang and Otto Meth-Cohn*
Org. Biomol. Chem., 2003, 1 (20), 3605-3610.
14.“The unique nucleophilic reactivity of arylaminochlorcarbenes”
Ying Cheng*, Hua Yang, Otto Meth-Cohn*
Chem. Commun., 2003, 90-91.
13.“Synthetic applications of aminochlorocarbenes: a two-step conversion of N-methylformanilides into 3-arylamino-2-chloroindoles”
Ying Cheng*, Yu-Hua Zhan, Hai-Xia Guan, Otto Meth-Cohn*
Synthesis, 2002, 16, 2426-2430.
12. “Unexpected ring size effect of the annulation of heterocyclic secondary enamines with dicarboxylic acid dichlorides”
Ying Cheng*, Hai-Bo Yang, Mei-Xiang Wang*, Davia J. Williams
Tetrahedron, 2002, 58, 2821-2829.
11. “A simple route to N-w-chloroalkylisatins from cyclic t-anilines, oxalyl chloride and DABCO”
Ying Cheng*, Yu-Hua Zhan, Otto Meth-Cohn*
Synthesis, 2002, 1, 34-38.
10. “A very simple route to benzonaphtho[1,5]diazocines using Vilsmeier reagents via the t-amino effect”
Ying Cheng*, Hai-Bo Yang, Bo Liu, Otto Meth-Cohn*, David Watkin, Stephen Humphries
Synthesis, 2002, 7, 906-910.
9. “Annulation of heterocyclic secondary enamines with dicarboxylic acid dichlorides, an unexpected ring size effect”
Ying Cheng*, Hai-Bo Yang, Zhi-Tang Huang, Mei-Xiang Wang*
Tetrahedron Lett., 2001, 42, 1757-1759.
8. “A very simple route to methylisatins: Friedel-Crafts acylation of p-substituted N,N-dimethylanilines with oxalyl chloride and DABCO”
Ying Cheng*, Hai-Lin Ye, Yu-Hua Zhan, Otto Meth-Cohn*
Synthesis, 2001, 6, 904-908.
7. “Unexpected products from formylation of N,N-dimethylanilines with 2-formamidopyridine in POCl3”
Ying Cheng*, Peng Jiao, Davia J. Williams, Otto Meth-Cohn*
J.C.S. Perkin Trans 1, 2001, 44-46.
6. “En route to Molecular Bracelets: The synthesis of linear pentacyclic bis-(benzodiazocino)benzenes.”
Ying Cheng*, Qing-Xiang Liu and Otto Meth-Cohn*
Synthesis, 2000, 640-642.
5. “Surprising formylations with methylformamidopyridines and oxalyl chloride.”
Ying Cheng*, Qing-Xiang Liu and Otto Meth-Cohn*
Tetrahedron Lett., 2000, 41, 3475-3478.
4.“Vilsmeier formalytion of tert-anilines: dibenzo[b,f][1,5]diazocines and quinazolinium salts via the t-amino effect.”
Ying Cheng, Otto Meth-Cohn* and David Taylor
J. C. S., Perkin Trans.1, 1998, 1257-1262.
3. “Umpoled Vilsmeier reagents. The chemistry of aminochlorocarbenes derived from Vilsmeier reagents by the action of bases.”
Ying Cheng, Simon Goon and Otto Meth-Cohn*
J. C. S., Perkin Trans.1, 1998, 1619-1625.
2. “Carbenes from Vilsmeier reagents by the action of bases in POCl3; the umpolung of Vilsmeier reagents”.
Ying Cheng, Simon Goon and Otto Meth-Cohn*
Chem. Commun., 1996, 1395-1396.
1. “The Vilsmeier Formylation of N-(4-Tolyl)pyrrolidine, -piperidine and -perhydroazepine: Further Examples of the t-Amino Effect”
Otto Meth-Cohn* and Ying Cheng
Tetrahedron Lett. 1996, 37, 2679-2682.