Generation of stereodefined (Z)-3,4-dihydronaphthalen-1(2H)-ones via copper-catalyzed annulation-cyanotrifluoromethylation of 1,7-enynes

Wen Zhe Ji, Hao Nan Shi, Wen Juan Hao, Ping Wei, Shu Jiang Tu, Bo Jiang

Research output: Contribution to journalArticlepeer-review

5 Scopus citations

Abstract

A new three-component strategy for the copper-catalyzed annulation–cyanotrifluoromethylation of easily available 1,7-enynes with Togni's reagent and TMSCN is developed. The reaction proceeds smoothly under mild conditions, providing a rapid and concise access to a wide range of stereodefined (Z)-3,4-dihydronaphthalen-1(2H)-ones with a quaternary carbon center in generally good yields. The protocol enjoys wide substrate scope regarding 1,7-enynes, high functional group tolerance and complete stereoselectivity.

Original languageEnglish
Article number152722
JournalTetrahedron Letters
Volume64
DOIs
StatePublished - 2 Feb 2021

Keywords

  • 1,7-Enynes
  • 3,4-Dihydronaphthalen-1(2H)-ones
  • Copper catalysis
  • Cyanotrifluoromethylation
  • Radical annulation

Fingerprint

Dive into the research topics of 'Generation of stereodefined (Z)-3,4-dihydronaphthalen-1(2H)-ones via copper-catalyzed annulation-cyanotrifluoromethylation of 1,7-enynes'. Together they form a unique fingerprint.

Cite this