Literature DB >> 32141462

Total synthesis of isatindigotindoline C.

Juha H Siitonen1, Sherlin Lira, Muhammed Yousufuddin, László Kürti.   

Abstract

Total synthesis of isatindigotindoline C, a 3,3'-spiropyrrolidine oxindole alkaloid, is achieved in two steps using an exo-selective decarboxylative 1,3-dipolar cycloaddition as the key step. The synthesis verifies the originally assigned relative anti-stereochemistry for the bis-oxindole core of isatindigotindoline C.

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Year:  2020        PMID： 32141462      PMCID： PMC7341895          DOI： 10.1039/d0ob00270d

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  8 in total

1.  Bioactive spiropyrrolizidine oxindole alkaloid enantiomers from Isatis indigotica Fortune.

Authors:  Si-Fan Liu; Bin Lin; Yu-Fei Xi; Le Zhou; Li-Li Lou; Xiao-Xiao Huang; Xiao-Bo Wang; Shao-Jiang Song
Journal:  Org Biomol Chem       Date:  2018-12-12       Impact factor: 3.876

Review 2.  Biomimetic syntheses of racemic natural products.

Authors:  Arie Zask; George Ellestad
Journal:  Chirality       Date:  2017-11-15       Impact factor: 2.437

3.  Design, synthesis, and biological evaluation of (2E)-(2-oxo-1, 2-dihydro-3H-indol-3-ylidene)acetate derivatives as anti-proliferative agents through ROS-induced cell apoptosis.

Authors:  Zhuang Song; Cai-Ping Chen; Jun Liu; Xiaoan Wen; Hongbin Sun; Haoliang Yuan
Journal:  Eur J Med Chem       Date:  2016-09-03       Impact factor: 6.514

4.  Aza-Rubottom Oxidation: Synthetic Access to Primary α-Aminoketones.

Authors:  Zhe Zhou; Qing-Qing Cheng; László Kürti
Journal:  J Am Chem Soc       Date:  2019-02-01       Impact factor: 15.419

5.  1,3-Dipolar Cycloaddition of Isatin-Derived Azomethine Ylides with 2 H-Azirines: Stereoselective Synthesis of 1,3-Diazaspiro[bicyclo[3.1.0]hexane]oxindoles.

Authors:  Anikó Angyal; András Demjén; Veronika Harmat; János Wölfling; László G Puskás; Iván Kanizsai
Journal:  J Org Chem       Date:  2019-03-19       Impact factor: 4.354

6.  Practical Singly and Doubly Electrophilic Aminating Agents: A New, More Sustainable Platform for Carbon-Nitrogen Bond Formation.

Authors:  Padmanabha V Kattamuri; Jun Yin; Surached Siriwongsup; Doo-Hyun Kwon; Daniel H Ess; Qun Li; Guigen Li; Muhammed Yousufuddin; Paul F Richardson; Scott C Sutton; László Kürti
Journal:  J Am Chem Soc       Date:  2017-07-13       Impact factor: 15.419

7.  Synthesis of Structurally Diverse 3-, 4-, 5-, and 6-Membered Heterocycles from Diisopropyl Iminomalonates and Soft C-Nucleophiles.

Authors:  Padmanabha V Kattamuri; Urmibhusan Bhakta; Surached Siriwongsup; Doo-Hyun Kwon; Lawrence B Alemany; Muhammed Yousufuddin; Daniel H Ess; László Kürti
Journal:  J Org Chem       Date:  2019-05-14       Impact factor: 4.354

8.  A facile synthesis of functionalized dispirooxindole derivatives via a three-component 1,3-dipolar cycloaddition reaction.

Authors:  Jun He; Guang Ouyang; Zhixiang Yuan; Rongsheng Tong; Jianyou Shi; Liang Ouyang
Journal:  Molecules       Date:  2013-05-03       Impact factor: 4.411
  8 in total

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