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Green, catalyst-free, facile and one pot electrochemical synthesis of new bis-indoles from p- phenylenediamine oxidation in the presence of cyanoacetate derivatives


 
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1. Title Title of document Green, catalyst-free, facile and one pot electrochemical synthesis of new bis-indoles from p- phenylenediamine oxidation in the presence of cyanoacetate derivatives
 
2. Creator Author's name, affiliation, country Donya Arefi, Razieh Sanavi Khoshnood, Mahmoud. Ebrahimi; Morocco
 
3. Subject Discipline(s)
 
3. Subject Keyword(s) Electrochemical oxidation; p- phenylenediamine; cyanoactate; Michael addition; ECECCC mechanism.
 
4. Description Abstract

Electrochemical oxidation of p- phenylenediamine has been investigated in the presence of methyl and ethyl cyanoacetate as a nucleophile in phosphate buffer solution mixed with ethanol (10/90 v/v) using cyclic voltammetry and controlled-potential coulometry methods. The results revealed that cyclohexa-2,5-diene-1,4-diimine derived from electro-oxidation of p- phenylenediamine participates in 1,4-Michael addition reactions with cyanoacetate derivatives. The formed adducts convert to the corresponding bis-indole derivatives via ECECCC (Electrochemical, chemical, chemical reactions) mechanism. In the present work, new bis-indoles were synthesized with high purity and good yields using controlled potential electrochemical oxidation at five graphite electrode in an undivided cell under mild conditions. 

 
 
5. Publisher Organizing agency, location
 
6. Contributor Sponsor(s)
 
7. Date (YYYY-MM-DD) 07-02-2020
 
8. Type Status & genre Peer-reviewed Article
 
8. Type Type
 
9. Format File format PDF
 
10. Identifier Uniform Resource Identifier https://revues.imist.ma/index.php/morjchem/article/view/19480
 
10. Identifier Digital Object Identifier (DOI) https://doi.org/10.48317/IMIST.PRSM/morjchem-v8i1.19480
 
11. Source Title; vol., no. (year) Moroccan Journal of Chemistry; Vol 8, No 1 (2020)
 
12. Language English=en en
 
13. Relation Supp. Files
 
14. Coverage Geo-spatial location, chronological period, research sample (gender, age, etc.)
 
15. Rights Copyright and permissions Copyright (c) 2020 Moroccan Journal of Chemistry