Abstract

The first Ni-catalyzed tandem synthesis of 2-substituted benzo[b]furans/furo-pyridines from 2-halophenols and 1-alkynes was explored under Cu-free and phosphine-free conditions. The protocol was carried out with NiCl2/5-nitro-1, 10-phenanthroline in DMA (N,N-dimethylacetamide) at 120 °C. It was found to be simple, cost effective, and have a wide substrate scope. Additionally, the method is compatible with heteroaryl substrates, resulting in the formation of 2-substituted benzo[b]furans/furo-pyridines in reasonable to good yields.

Highlights

  • College of Chemical Engineering, Xinjiang Agricultural University, Urumqi 830052, China; College of Chemical Engineering, Xinjiang Agricultural University, 830052 Urumqi, China;

  • 1) [1–6].1)Due to these to these excellent properties, the synthesis of these skeletons has become a hot spot in recent years excellent properties, the synthesis of these skeletons has become a hot spot in recent years [7,8]

  • 2-phenylbenzo[b]furan with a we report on an inexpensive, Cu-free, for the construction of 2-substituted benzo[b]furans/furo-pyridines by Ni-catalyzed intermolecular and phosphine-free method for the construction of 2-substituted benzo[b]furans/furo-pyridines by cyclization of 2-iodopehenols or 2-bromophenols and 1-alkynes

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Summary

Introduction

College of Chemical Engineering, Xinjiang Agricultural University, Urumqi 830052, China; College of Chemical Engineering, Xinjiang Agricultural University, 830052 Urumqi, China;. Method issubstrates, compatibleresulting with heteroaryl substrates, of resulting in the the method is compatible withthe heteroaryl in the formation. 1) [1–6].1)Due to these to these excellent properties, the synthesis of these skeletons has become a hot spot in recent years excellent properties, the synthesis of these skeletons has become a hot spot in recent years [7,8]. York, co-workers showed the coupling of the unsaturated hydrocarbons heteroarylwith and heteroaryl and aryl compounds using. Rh), airligands, sensitive ligands, usually or rigorous noble (suchnoble as Pd metals and Rh), air sensitive phosphine or phosphine rigorous conditions seem conditions usually seem to be necessary [14–17]

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