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

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Title: SiO2-KHSO4 catalyst based rapid synthesis of structurally modified bis(3-indolyl)methanes via N-substituted indole.
Authors: Sadiq, Zubi1 (AUTHOR), Ghani, Ambreen2 (AUTHOR), Shujaat, Shahida1 (AUTHOR), Hussain, Erum Akbar1 (AUTHOR) erum.hussain@gmail.com, Alissa, Siham A.3 (AUTHOR), Iqbal, Munawar1,4 (AUTHOR) bosalvee@yahoo.com
Source: Inorganic Chemistry Communications. Jul2021, Vol. 129, pN.PAG-N.PAG. 1p.
Subjects: Base catalysts, Catalyst supports, Methane, Sulfuric acid, Aromatic aldehydes, Indole
Abstract: [Display omitted] • A rapid synthesis of structurally modified bis(3-indolyl)methanes Via N -substituted indole was reported. • SiO 2 -KHSO 4 catalyst used as a solid support catalyst. • Up to 89% yield was achieved within 1 h of reaction time. • For rapid and high yield of bis(3-indolyl)methanes, the use of SiO 2 -KHSO 4 (5%) is suggested. In the present study, s tructurally diverse improvement was made towards bis(indolyl)methanes 5(a-e) and 5′(a-e) 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 (SiO 2 -KHSO 4) 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 SiO 2 -KHSO 4 and maximum yield (89% in 1 h reaction) of BIMs was achieved using SiO 2 -KHSO 4 (mol 5 %). The SiO 2 -KHSO 4 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. [ABSTRACT FROM AUTHOR]
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Abstract:[Display omitted] • A rapid synthesis of structurally modified bis(3-indolyl)methanes Via N -substituted indole was reported. • SiO 2 -KHSO 4 catalyst used as a solid support catalyst. • Up to 89% yield was achieved within 1 h of reaction time. • For rapid and high yield of bis(3-indolyl)methanes, the use of SiO 2 -KHSO 4 (5%) is suggested. In the present study, s tructurally diverse improvement was made towards bis(indolyl)methanes 5(a-e) and 5′(a-e) 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 (SiO 2 -KHSO 4) 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 SiO 2 -KHSO 4 and maximum yield (89% in 1 h reaction) of BIMs was achieved using SiO 2 -KHSO 4 (mol 5 %). The SiO 2 -KHSO 4 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. [ABSTRACT FROM AUTHOR]
ISSN:13877003
DOI:10.1016/j.inoche.2021.108620