SOLVENT-FREE MICROWAVE ACCELERATED SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF PHTHALIDE-FUSED INDOLINES

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 compa...

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Bibliographic Details
Published inHeterocycles Vol. 96; no. 5; pp. 841 - 851
Main Authors Sheryn, Wong, Ngah, Fatimatul Akma Awang, Latip, Jalifah, Hassan, Nurul Izzaty, Hasbullah, Siti Aishah
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.05.2018
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
Microwave Irradiation
Phthalide
Structural Characterization
Solvent Free Condition
DERIVATIVES
EFFICIENT
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Summary: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, H-1 NMR, C-13 NMR, LC-MS) and confirmed by chemical crystallography. Compounds 3a and 3b were successfully crystallized in monoclinic system with space group P2(1)/c and C2/c, respectively. The molecular structure consists of fused 1 and 2 groups connected by the enamine carbon.
ISSN:0385-5414
1881-0942
DOI:10.3987/COM-17-13796