4.2 Article

The Synthesis of 2-substituted Benzo[b]furans Catalyzed by Ni/5-Bromo-2,2'-bipyridine

Journal

LETTERS IN ORGANIC CHEMISTRY
Volume 19, Issue 12, Pages 1149-1153

Publisher

BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1570178619666220405203702

Keywords

NiCl2; 2-substituted benzo[b]furan; tandem reaction; 2-halophenol; alkyne; sonogashira reaction

Funding

  1. Fund of Natural Science Foundation of China [21762042, 21762043]
  2. Fund of Natural Science Foundation of Xinjiang Province [2016D01B18]

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A tandem system using Ni/5-bromo-2,2'-dipyridine catalyst was developed for the synthesis of 2-substituted benzo[b]furans from 2-halophenols and aryl acetylenes. The system proved to be effective for one-pot cascade coupling cyclization reaction, yielding benzo[b]furan compounds, with heteroaryl substrates also compatible and giving products in 20-70% yields.
A tandem system that enabled the synthesis of 2-substituted benzo[b]furans from 2-halophenols and aryl acetylenes catalyzed by Ni/5-bromo-2,2'-dipyridine was explored. The protocol was found effective for one-pot cascade coupling cyclization reaction producing benzo[b]furan compounds, and heteroaryl substrates were observed to be compatible for this system as well, giving corresponding products in 20-70% yields.

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