4.7 Article

SiO2-KHSO4 catalyst based rapid synthesis of structurally modified bis (3-indolyl)methanes via N-substituted indole

期刊

INORGANIC CHEMISTRY COMMUNICATIONS
卷 129, 期 -, 页码 -

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ELSEVIER
DOI: 10.1016/j.inoche.2021.108620

关键词

Bis(3-indolyl)methanes; Indolecarboxamide; Friedel-Crafts alkylation; Solid support; Tandem protocol

资金

  1. Deanship of Scientific Research at Princess Nourah bint Abdulrahman University through the Fast-track Research Funding

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In this study, structurally diverse improvements were made to bis(indolyl)methanes using a multicomponent approach, where SiO2-KHSO4 catalyst was used. The reaction time was significantly reduced and high yields were achieved for the synthesized compounds.
In the present study, structurally diverse improvement was made towards bis(indolyl)methanes 5(a-e) and 5 '(ae) along with 6(a-e) and 6 '(a-e) by multicomponent approach. Mono and di-N- substituted BIMs were formed by 2(a-e) and 2 '(a-e), 3(a-e) and 3 '(a-e). Silica-potassium hydrogen sulfate (SiO2-KHSO4) benign and efficient catalyst is used for the synthesis of new compounds where pre-modified indole unit was alkylated by substituted aromatic aldehydes. The yield was significantly affected in the presence of SiO2-KHSO4 and maximum yield (89% in 1 h reaction) of BIMs was achieved using SiO2-KHSO4 (mol 5%). The SiO2-KHSO4 also considerably reduced the reaction time for the synthesis of BIMs. This protocol was found to be beneficial with respect to catalyst, short reaction time, simple work-up and high yield. The compounds thus prepared are studied through FTIR, 1H NMR and MS spectral data.

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