Copper-promoted hydration and annulation of 2-fluorophenylacetylene derivatives: from alkynes to benzo[b]furans and benzo[b]thiophenes

Beilstein Journal of Organic Chemistry

Xiaohang Liu¹  Liang Cheng²  Ning Sun²  Yibiao Li²  Bin Li² 

[1] BASF Catalyst, 23800 Mercantile Road, Beachwood, Ohio 44124, USA;School of Chemical & Environmental Engineering, Wuyi University, Jiangmen, Guangdong Province, 529090, China;

关键词: annulation;    benzo[b]furan;    C–F activation;    copper-promoted;    heterocycle;   

DOI  :  10.3762/bjoc.10.305

来源: DOAJ

【 摘 要 】

An efficient copper-promoted hydration reaction and its application in the synthesis of benzo[b]furan and benzo[b]thiophene derivatives is presented starting from readily available 2-fluorophenylacetylene derivatives. The key annulation step involves the hydration of the C–F bond of 2-fluorophenylacetylene derivatives followed by an intramolecular annulation to afford benzo[b]furan and benzo[b]thiophene derivatives. Moreover, structurally important 2,2'-bisbenzofuran scaffolds are provided in good yields.

【 授权许可】

Unknown