Citation: Qun LIU,  Zhi Ling WANG,  Shu Jia ZHANG,  Zhi Yun YANG. STUDIES ON THE REACTIVITY OF CYCLOAROMATIZATION REACTION VIA a-OXO KETENE DITHIOACETALS[J]. Chinese Chemical Letters, ;1994, 5(7): 577-580. shu

STUDIES ON THE REACTIVITY OF CYCLOAROMATIZATION REACTION VIA a-OXO KETENE DITHIOACETALS

  • Received Date: 22 March 1994

  • The dihydric dithioketenes 3a-c obtained by 1,2-addition of methallyl Grignard reagent to bis(alkylthio) methylidene derivatives of dimedone 2a-c were converted to the cycloaromatization product 4 assisted by boron trifluoride etherate.When this reaction was performed in methanol,the substitution-cycloaromatization product 5 was obtained as by-product from 3c.To this cycloaromatization reaction,the reactivity order dimethylthio > 1,3-propylenedithio > 1,2-ethylenedithio carbon cation was established by the yields from 3a-c to 4.An intramolecular a1,a1 reaction pattern was developed by experiment.
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    1. [1]

      Zai Ming ZHU Qun LIU Zhi Yun YANG . α-OXOKETENE CYCLIC DITHIOACETAL CHEMISTRY(XⅢ)-THE ETHERIFYING REACTION ON THE ADDUCTS OF ALIPHATIC α-OXO KETENE CYCLIC DITHIOACETALS WITH ALLYL MAGNESIUM BROMIDE. Chinese Chemical Letters, 1993, 4(9): 759-762.

    2. [2]

      Zhong Wei XIE Qun Xin FANG Yu Lan HU Met Xin ZHAO Dong YU Qun LIU . Condensation Reaction of α-Aroyl-α-acetyl Ketene Cyclic Dithioacetals with Aromatic Aldehydes. Chinese Chemical Letters, 1999, 10(1): 5-6.

    3. [3]

      Zai Ming ZHU Yong Ting XU Qun LIU Jie Han HU . α-OXOKETENE CYCLIC DITHIOACETALS CHEMISTRY──REACTION OF α,α-DIOXO(ESTER)KETENE CYCLIC DITHIOACETALS WITH BUTANONE. Chinese Chemical Letters, 1996, 7(2): 95-98.

    4. [4]

      Mei Xin ZHAO Qun LIU Yu Lan HU De Long LI . α-Oxo Ketene Dithioacetals Chemistry-A Facile Route to the Synthesis of Fused Heterocyclic Compounds. Chinese Chemical Letters, 2000, 11(4): 283-284.

    5. [5]

      De Cai FANG Xiao Yuan FU . AB INITIO STUDIES ON THE REACTION MECHANISH OF CYCLOADDITION OF KETENE AND FORMALDEHYDE. Chinese Chemical Letters, 1992, 3(5): 367-368.

    6. [6]

      Qun Xing FANG Chun LIN Shu Jia ZHANG Qun LIU . STUDIES ON THE ADDITION REACTION OF GRIGNARD REAGENTS TO α-CINNAMOYLKETENE(1,3-PROPYLENE)DITHIOACETALS. Chinese Chemical Letters, 1996, 7(1): 5-6.

    7. [7]

      Ming Wu DING Wen Fan HUNG Hai Yang TU Tian Jie WU . First Preparation and Reactivity of γ-Oxo Vinyliminophosphorane. Chinese Chemical Letters, 1997, 8(4): 289-290.

    8. [8]

      Dong Ju ZHANG Cheng Bu LIU . Density Functional Studies of the Reaction of Ytterbium Monocation with Fluoromethane: C-F Bond Activation and Electron-Transfer Reactivity. Chinese Chemical Letters, 2002, 13(4): 359-362.

    9. [9]

      Zhi Tang HUANG Jian Chao WANG Li Ben WANG . REACTION OF HETEROCYCLIC KETENE AMINALS WITH DICHLOROCARBENE. Chinese Chemical Letters, 1995, 6(1): 5-8.

    10. [10]

      Mang WANG Qun LIU Mei Xing ZHAO Li Min WANG . Intramolecular Aldol Condensation of α-Oxo Ketene Dibenzylthioacetals:A Facile Route to Substituted Thiophenes. Chinese Chemical Letters, 2000, 11(1): 3-4.

    11. [11]

      Qun xin FANG Chun LIN Chang Shan ZHANG Shu Jia ZHANG Qun LIU . THECHEMICAL SELECTTVE ADDITION OF GRIGNARD REAGENT TO α-CINNAMOYL KETENE(1, 2-ETHYLENE)DITHIOACETALS. Chinese Chemical Letters, 1995, 6(8): 653-654.

    12. [12]

      Wang ZhenYu ZhenzhenYao YaoZhang YakaiXiao XuefengWang Bin . A practical synthesis of β-carbolines by tetra-nbutylammonium bromide (TBAB)-mediated cycloaromatization reaction of aldehydes with tryptophan derivatives. Chinese Chemical Letters, 2019, 30(8): 1541-1544. doi: 10.1016/j.cclet.2019.07.001

    13. [13]

      Han Song CHEN Zheng Ming LI Zhong Wen WANG . A Convenient Synthesis of Pyrazolylpyrazoles Using α-Oxo Ketene S,S-and N,S-Acetals. Chinese Chemical Letters, 1999, 10(8): 643-646.

    14. [14]

      Wen Xiang HU Cheng Ye YUAN Shu Sen LI . POLAR SUBSTITUENT EFFECTS OF ORGANOPHOSPHORUS ESTERS IN STRUCTURE-REACTIVITY STUDIES. Chinese Chemical Letters, 1992, 3(8): 579-582.

    15. [15]

      Qun LIU Bai Ling XU Hong Wu ZHAO . STUDIES ON THE DEMETHYLATION-ALKYLATION REACTION OF ACETOPHENONES VIA 2-(1,3-DITHIAN-2-YLIDENE)-1-ARYLETHENONES. Chinese Chemical Letters, 1993, 4(4): 299-302.

    16. [16]

      Qi ZHONG Yu Long CHEHG Jian Guo SHAO Chang Qing LIU . STUDIES ON THE REACTION OF ORGANOTELLURONIUM SALTS. Chinese Chemical Letters, 1991, 2(1): 51-54.

    17. [17]

      Wang ZhenZhang LingZhang FugengWang Bin . Synthesis of β-Carbolines through Tetra-n-butylammonium Bromide-Mediated Cycloaromatization Reaction of N-Methylaniline with Tryptophan Derivatives. Chinese Journal of Organic Chemistry, 2019, 39(8): 2323-2327. doi: 10.6023/cjoc201903077

    18. [18]

      Wen Yi ZHAO Zhi Tang HUANG . THE RADICAL NUCLEOPHILIC SUBSTITUTION REACTION OF HETEROCYCLIC KETENE AMINALS WITH 2, 4-DINITROHALOBENZENES. Chinese Chemical Letters, 1991, 2(7): 501-504.

    19. [19]

      Guo Feng ZHAO Hua Zheng YANG . STUDIES ON THE SYNTHESIS AND REACTIONWITH ALKOXIDES OF 3-OXO-1,2-BENZOISOTHIAZOLINE-2-ACETAMIDE1,1-DIOXIDES. Chinese Chemical Letters, 1996, 7(6): 509-510.

    20. [20]

      Zai Ming ZHU Yin WANG Yong Ting XU Ze Min MEl Qun LIU Jie Han HU . α-Oxoketene Cyclic S,S-Acetals Chemistry——Reaction of α,α'-Dioxo (ester) ketene Cyclic S,S-Acetals with Ethylenediamine. Chinese Chemical Letters, 1997, 8(5): 367-368.

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