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Phenyliodonium Diacetate Mediated One‐Pot Synthesis of Benzimidazoles and Quinazolinones from Benzylamines
Author(s) -
Tangella Yellaiah,
Manasa Kesari Lakshmi,
Sathish Manda,
Alarifi Abdullah,
Kamal Ahmed
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201600772
Subject(s) - benzylamine , chemistry , benzimidazole , reagent , aldehyde , combinatorial chemistry , bond cleavage , condensation , ligand (biochemistry) , transition metal , condensation reaction , cleavage (geology) , organic chemistry , medicinal chemistry , catalysis , receptor , materials science , biochemistry , physics , fracture (geology) , composite material , thermodynamics
An efficient metal‐free, one‐pot protocol was developed for the synthesis of variety benzimidazole and quinazolinones in moderate to good yields. This protocol proceeds via oxidation of benzylamine, resulting in in‐situ aldehyde formation followed by the condensation with o ‐phenylenediamine and o ‐aminobenzamide to the corresponding N ‐heterocycles using a mild oxidant phenyliodonium diacetate (PIDA). We describe a new strategy for C–N bond cleavage and formation in the absence of transition‐metal reagent or ligand under environmentally benign reaction conditions.