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N ‐Acylbenzotriazole as Efficient Ligand in Copper‐Catalyzed O ‐Arylation Leading to Diverse Benzoxazoles
Author(s) -
Singh Anoop S.,
Singh Mala,
Mishra Nidhi,
Mishra Snigdha,
Agrahari Anand K.,
Tiwari Vinod K.
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601116
Subject(s) - benzoxazole , ligand (biochemistry) , catalysis , chemistry , intramolecular force , aryl , yield (engineering) , combinatorial chemistry , substrate (aquarium) , medicinal chemistry , alkyl , stereochemistry , organic chemistry , materials science , receptor , biochemistry , oceanography , metallurgy , geology
An establishment of (1 H ‐benzo[d][1,2,3]triazol‐1‐yl)(2‐methoxyphenyl)methanone as ligand was attained in intramolecular C ‐ O cross‐coupling of N ‐(2‐halophenyl)aryl/alkylamide derivatives to form 2‐Aryl/alkyl benzoxazole derivatives using CuI/K 2 CO 3 as catalytic system. A series of benzoxazoles was developed using this protocol and synthesized compounds were characterized using spectroscopic analysis (IR, MS, 1 H & 13 C NMR). Salient advantages associated with this pathway include easily available starting materials, cheap catalyst, highly stable ligand, wide substrate scope, smooth reaction, easy work‐up and high product yield.