Sulfonylbis(۱,۴-phenylene)bissulfamic acid (SPSA): Introduction of an efficient and reusable catalyst for the synthesis of bis(indolyl)methanes

Publish Year: 1396
نوع سند: مقاله ژورنالی
زبان: English
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شناسه ملی سند علمی:

JR_AJGC-1-2_003

تاریخ نمایه سازی: 11 شهریور 1402

Abstract:

A simple, efficient and convenient route is described for the synthesis of bis-indolyl methanes by using recyclable catalyst sulfonylbis(۱,۴phenylene)bissulfamic acid (SPSA). In this procedure, we synthesize a bis-indolyl methane derivative via the three component reactions of two equivalent indoles with one equivalent of various aromatic aldehydes in the presence of ۱۰ mol% SBSA as a heterogeneous catalyst under solvent-free conditions at ۱۱۰ °C for the convinced reaction times (۳۰–۶۰ min). The advantages of this protocol towards the synthesis of bis-indolyl methane derivatives are: I) use of solvent-free conditions, II) inexpensive catalyst, III) using commercially available precursors, d) reusability of SBSA up to several cycles without much loss in reactivity, IV) simple work-up, V) high yields of pure products, VI) short reaction times. The structure of all bis(indolyl)methane derivatives were confirmed by melting point, FT-IR, ۱H NMR spectra and were compared with reliable references.

Keywords:

Sulfonylbis(۱ , ۴-phenylene)bissulfamic acid (SPSA) Bis-indolyl methanes Aldehyde Indoles Multi-component reactions

Authors

Masoud Mohammadi Zeydi

Department of Organic Chemistry, Faculty of Sciences, University of Guilan, Rasht, Iran

Nosrat O Allah Mahmoodi

Department of Organic Chemistry, Faculty of Sciences, University of Guilan, Rasht, Iran

Ghorban Ardeshiri Terogeni

Department of Organic Chemistry, Faculty of Sciences, University of Guilan, Rasht, Iran

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