Acid-Catalyzed, Silica-Supported, One-Pot Benzoylation Route to Synthesize 2-(Substituted Phenyl)oxazolo[4,5-b]pyridines Under Ambient Conditions

The present paper describes a silica-supported, perchloric-acid-catalyzed, efficient protocol for the synthesis of 2-(phenyl)oxazolo[4,5-b]pyridine derivatives. This strategy has high conversion, simple workup procedures, ambient conditions, short reaction times, and a reusable catalyst. Structures...

Full description

Saved in:
Bibliographic Details
Published in:Synthetic communications 2015-09, Vol.45 (17), p.1986-1994
Main Authors: Reen, Gagandeep Kour, Dudhe, Premansh, Ahuja, Monika, Kumar, Ashok, Sharma, Pratibha
Format: Article
Language:English
Subjects:
Benzoylation
local nucleophilicity index
oxazolo[4,5-b]pyridine
silica-supported perchloric acid (HClO
SiO
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The present paper describes a silica-supported, perchloric-acid-catalyzed, efficient protocol for the synthesis of 2-(phenyl)oxazolo[4,5-b]pyridine derivatives. This strategy has high conversion, simple workup procedures, ambient conditions, short reaction times, and a reusable catalyst. Structures of the synthesized compounds have been established on the basis of elemental analysis and spectral data (IR, 1 H NMR, 13 C NMR, and mass spectrometry). Moreover, to investigate the mechanistic details of the reaction and to ascertain the regioselective outcome of the product, local nucleophilicity descriptors N k at B3LYP/6-311G++(d, p) level were determined and analyzed.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2015.1056797