120th General Meeting of the KCS

Type Poster Presentation
Area Organic Chemistry
Room No. Exhibition Hall 2+3
Time 10월 20일 (금요일) 13:00~14:30
Code ORGN.P-267
Subject Preparation of 1-(t-butyl)dimethylsilyl-2,2-difluorostyrenes
Authors SEOHEE LEE, In Howa Jeong1,*
Chemistry, Yonsei University, Korea
1Chemistry and Department of Medical Chemistry, Yonsei University, Korea
Abstract

1-(t-Butyl)dimethylsilyl-2,2-difluoroethenyl tosylate (2) was prepared in 83% yield from the reaction of 2,2,2-trifluoroethyl tosylate (1) with 2.2 equiv of LDA in THF at -78 ℃, followed by treatment with (t-butyl)dimethylsilyl chloride (1.0 equiv). Cross-coupling reaction of 2 with arylboronic acid (2.0 equiv) in the presence of Pd2(dba)3 (10 mol%), SPhos (20 mol%) and Cs2CO3 (1.7 equiv) in a cosolvent of dioxane and H2O (10:1) at 100 ℃ for 6-10 hours afforded the coupled product 3 in moderate to good yields. The scopes and limitations of this reaction will be presented.

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