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Rapid and Facile Access to Indeno[1,2‐ d ]imidazoles via a Tandem AdditionCyclization Reaction
Author(s) -
Alizadeh Abdolali,
Zarei Ameneh,
Rezvanian Atieh
Publication year - 2011
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201100062
Subject(s) - chemistry , ninhydrin , tandem , imidazole , cascade reaction , aryl , amine gas treating , isothiocyanate , combinatorial chemistry , primary (astronomy) , medicinal chemistry , organic chemistry , catalysis , biochemistry , materials science , alkyl , physics , amino acid , astronomy , composite material
A novel and tandem synthesis of highly functionalized tetrahydroindeno[1,2‐ d ]imidazole is described. A one‐pot reaction between a primary amine, an aryl isothiocyanate, and ninhydrin leads to highly substituted indeno[1,2‐ d ]imidazoles under solvent‐free conditions in excellent yields ( Scheme ). Their structures were corroborated spectroscopically (IR, 1 H‐ and 13 C‐NMR, and EI‐MS) and by elemental analyses.