Preparation of novel β,β-diphenyl α-(trifluoromethyl)vinylstannane and its cross-coupling reactions with aryl iodides

被引：12

作者：

Jeong, IH ^{[1
]}

Park, YS

Kim, BT

机构：

[1] Yonsei Univ, Dept Chem, Wonju 220710, South Korea

[2] Korea Res Inst Chem Technol, Taejon 305606, South Korea

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 46期

基金：

新加坡国家研究基金会;

关键词：

beta; beta-diphenyl-alpha-(trifluoromethyl)vinylstannane cross-coupling reactions;

D O I：

10.1016/S0040-4039(00)01606-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

beta,beta -Diphenyl-alpha-(trifluoromethyl)vinylstannane 6 was prepared in good yield via several steps from 2,3,3,3-tetrafluoro-1-phenyl-1-phenylthiopropene. The cross-coupling reactions of 6 with aryl iodides in the presence of a catalytic amount of Pd(PPh3)(4) and CuI provided trifluoromethylated triphenylethene derivatives 7 in high yields. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：8917 / 8921

页数：5

相关论文

共 23 条

[1]

ANK RE, 1994, ORGANOFLUORINE CHEM

[2]

[Anonymous], 1991, Fluorine in Bioorganic Chemistry

[3] A MILD, CONVENIENT, HALOGEN-EXCHANGE ROUTE TO GEM-DIFLUORIDES AND TRIFLUORIDES [J].

BLOODWORTH, AJ ;

BOWYER, KJ ;

MITCHELL, JC .

TETRAHEDRON LETTERS, 1987, 28 (44) :5347-5350

[4] A NEW TRIFLUOROMETHYLATING AGENT - SYNTHESIS OF POLYCHLORINATED (TRIFLUOROMETHYL)BENZENES AND 1,3-BIS(TRIFLUOROMETHYL)BENZENES AND CONVERSION INTO THEIR TRICHLOROMETHYL COUNTERPARTS AND MOLECULAR-STRUCTURE OF HIGHLY STRAINED POLYCHLORO-META-XYLENES [J].

CASTANER, J ;

RIERA, J ;

CARILLA, J ;

ROBERT, A ;

MOLINS, E ;

MIRAVITLLES, C .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (01) :103-110

[5] Trifluoromethyl-substituted imidazolines: Novel precursors of trifluoromethyl ketones amenable to peptide synthesis [J].

Derstine, CW ;

Smith, DN ;

Katzenellenbogen, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (35) :8485-8486

[6] ESTROGEN-RECEPTOR BINDING-AFFINITY AND UTEROTROPHIC ACTIVITY OF TRIPHENYLHALOETHYLENES [J].

DESOMBRE, ER ;

MEASE, RC ;

SANGHAVI, J ;

SINGH, T ;

SEEVERS, RH ;

HUGHES, A .

JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1988, 29 (06) :583-590

[7] PREPARATION AND REACTIONS OF LITHIUM DERIVATIVES OF TRIFLUOROPROPENE AND TRIFLUOROPROPYNE [J].

DRAKESMI.FG ;

STEWART, OJ ;

TARRANT, P .

JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (01) :280-&

[8]

Ichikawa J, 1998, SYNLETT, P927

[9]

JEONG IH, 1994, TETRAHEDRON LETT, V35, P7783, DOI 10.1016/0040-4039(94)80117-7

[10] TRIFLUOROISOPROPENYLZINC REAGENT AS A USEFUL ALPHA-(TRIFLUOROMETHYL)ETHENYL CARBANION SYNTHETIC EQUIVALENT - PREPARATION AND PALLADIUM-CATALYZED COUPLING WITH ARYL HALIDES [J].

JIANG, B ;

XU, YY .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (26) :7336-7340