Solvent-free microwave accelerated synthesis and structural characterization of phthalide-fused indolines

Wong Sheryn, Fatimatul Akma Awang Ngah, Jalifah Latip, Nurul Izzaty Hassan, Siti Aishah Hasbullah

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The 3-substituted phthalides (3a–3d) were synthesized by coupling reaction of methylenindoline derivatives (1) with 2-formylbenzoic acid derivatives (2), under solvent-free microwave irradiation. The reaction rate enhancement resulted from irradiation has proven to be higher and more efficient compared to the conventional method with an excellent yield of 80–98%. The structures of the phthalides were deduced by their analytical and spectral data (FTIR, UV-Vis,1H NMR,13C NMR, LC-MS) and confirmed by chemical crystallography. Compounds 3a and 3b were successfully crystallized in monoclinic system with space group P21/c and C2/c, respectively. The molecular structure consists of fused 1 and 2 groups connected by the enamine carbon.

Original languageEnglish
Pages (from-to)839-849
Number of pages11
JournalHeterocycles
Volume96
Issue number5
DOIs
Publication statusPublished - 1 Jan 2018

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Microwaves
Nuclear magnetic resonance
Derivatives
Crystallography
Microwave irradiation
Fourier Transform Infrared Spectroscopy
Molecular Structure
Molecular structure
Reaction rates
Carbon
Irradiation
Acids
indoline
phthalide
Proton Magnetic Resonance Spectroscopy
Carbon-13 Magnetic Resonance Spectroscopy

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this

Solvent-free microwave accelerated synthesis and structural characterization of phthalide-fused indolines. / Sheryn, Wong; Ngah, Fatimatul Akma Awang; Latip, Jalifah; Hassan, Nurul Izzaty; Hasbullah, Siti Aishah.

In: Heterocycles, Vol. 96, No. 5, 01.01.2018, p. 839-849.

Research output: Contribution to journalArticle

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