An efficient Fe(III)-catalyzed 1, 6-conjugate addition of para-quinone methides with fluorinated silyl enol ethers toward β, β-diaryl α-fluorinated ketones. Issue 52 (27th December 2018)

• Record Type: Journal Article
• Authors: Hao, Yong-Jia; Hu, Xiao-Si; Yu, Jin-Sheng; Zhou, Feng; Zhou, Ying; Zhou, Jian
• Is Part Of: Tetrahedron. Volume 74:Issue 52(2018)
• Page Start: 7395
• Page End: 7398
• Publication Date: 2018-12-27
• Subjects: 1, 6-Conjugate addition -- Fluorinated silyl enol ethers -- β, β-diaryl α-fluorinated ketones -- Fe(OTf)3; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2018.11.017
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Reported here is a highly efficient 1, 6-conjugate addition of fluorinated silyl enol ethers to para -quinone methides, allowing facile access to a range of β, β-diaryl α-fluorinated ketones with good to high yields. Fe(OTf)3 was identified as the optimal catalyst, with the loading of 3 mol%. Notably, this represent the first 1, 6-conjugate addition with fluorinated silyl enol ethers. The synthetic potential of the resulting adducts is also demonstrated. Graphical abstract: