N‐Acylbenzotriazole as Efficient Ligand in Copper‐Catalyzed O‐Arylation Leading to Diverse Benzoxazoles. Issue 1 (9th January 2017)

• Record Type: Journal Article
• Authors: Singh, Anoop S.; Singh, Mala; Mishra, Nidhi; Mishra, Snigdha; Agrahari, Anand K.; Tiwari, Vinod K.
• Is Part Of: ChemistrySelect. Volume 2:Issue 1(2017)
• Page Start: 154
• Page End: 159
• Publication Date: 2017-01-09
• Subjects: Benzotriazole -- Benzoxazole -- Cyclization -- O-arylation -- N-acylbenzotriazole; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201601116
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: 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/K2 CO3 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. Abstract : 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/K2 CO3 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).