Efficient One-Pot Synthesis of 2-Chloro-1,1, 1-trifluoro-2-alkenes Under Solvent-Free Conditions

被引：9

作者：

Chen, Mu-Wang ^{[1
]}

Zhang, Xing-Guo ^{[1
]}

Zhong, Ping ^{[1
]}

Hu, Mao-Lin ^{[1
]}

机构：

[1] Wenzhou Univ, Coll Chem & Mat Engn, Wenzhou 325027, Zhejiang, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2009年 / 39卷 / 05期

关键词：

Olefins; one pot; solvent free; trifluoromethyl; Wittig reaction; NUCLEOPHILIC TRIFLUOROMETHYLATION; KETONES; FACILE;

D O I：

10.1080/00397910802431123

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The improved one-pot Wittig reaction had been used to prepare trifluoromethyl-containing olefins under solvent-free conditions. Treatment of aldehydes with PPh3 and CF3CCl3 in the presence of K2CO3 at 100C afforded 2-chloro-1,1,1-trifluoro-2-alkenes in good to moderate yields.

引用

页码：756 / 763

页数：8

共 25 条

[1] A xanthate transfer radical process for the introduction of the trifluoromethyl group [J].

Bertrand, F ;

Pevere, V ;

Quiclet-Sire, B ;

Zard, SZ .

ORGANIC LETTERS, 2001, 3 (07) :1069-1071

[2] Fluorinated ylides and related compounds [J].

Burton, DJ ;

Yang, ZY ;

Qiu, WM .

CHEMICAL REVIEWS, 1996, 96 (05) :1641-1715

[3] Recent advances in solventless organic reactions: towards benign synthesis with remarkable versatility [J].

Cave, GWV ;

Raston, CL ;

Scott, JL .

CHEMICAL COMMUNICATIONS, 2001, (21) :2159-2169

[4] PRACTICAL, STEREOCONTROLLED SYNTHESIS OF POLYFLUORINATED ARTIFICIAL PYRETHROIDS [J].

FUJITA, M ;

KONDO, K ;

HIYAMA, T .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (12) :4385-4394

[5]

FUJITA M, 1987, B CHEM SOC JPN, V60, P377

[6] The introduction of fluorine atoms or trifluoromethyl groups in short cationic peptides enhances their antimicrobial activity [J].

Gimenez, Diana ;

Andreu, Cecilia ;

del Olmo, Marcel-li ;

Varea, Teresa ;

Diaz, Dolores ;

Asensio, Gregorio .

BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (20) :6971-6978

[7] Structure-activity relationship among purpurinimides and bacteriopurpurinimides: Trifluoromethyl substituent enhanced the photosensitizing efficacy [J].

Gryshuk, Amy ;

Chen, Yihui ;

Goswami, Lalit N. ;

Pandey, Suresh ;

Missert, Joseph R. ;

Ohulchanskyy, Tymish ;

Potter, William ;

Prasad, Paras N. ;

Oseroff, Allan ;

Pandey, Ravindra K. .

JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (08) :1754-1767

[8] A FACILE AND PRACTICAL SYNTHESIS OF 1-ARYL-3,3,3-TRIFLUOROPROPYNES [J].

HIYAMA, T ;

SATO, K ;

FUJITA, M .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (04) :1352-1354

[9] A green chemistry approach to a more efficient asymmetric catalyst: Solvent-free and highly concentrated alkyl additions to ketones [J].

Jeon, SJ ;

Li, HM ;

Walsh, PJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (47) :16416-16425

[10] A novel approach to fluoro-containing alkenes [J].

Korotchenko, VN ;

Shastin, AV ;

Nenajdenko, VG ;

Balenkova, ES .

TETRAHEDRON, 2001, 57 (35) :7519-7527

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