Trifluoromethylation of Carbonyl Compounds

被引:19
作者
Boechat, N. [1 ]
Bastos, M. M. [1 ]
机构
[1] Fundacao Oswaldo Cruz, BR-21041250 Rio De Janeiro, Brazil
关键词
Carbonyl compounds; nucleophilic reagents; sulfur tetrafluoride; TDAE; trifluoromethylation; trifluoromethyltrimethylsilane; NUCLEOPHILIC TRIFLUOROMETHYLATION; ENANTIOSELECTIVE TRIFLUOROMETHYLATION; CATALYZED TRIFLUOROMETHYLATION; ELECTROORGANIC CHEMISTRY; STABLE REAGENTS; ALDEHYDES; KETONES; TRIFLUOROMETHYLTRIMETHYLSILANE; PERFLUOROALKYLATION; BASE;
D O I
10.2174/157017910792246081
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This paper reviews the recent findings on trifluoromethylation of carbonyl compounds. Emphasis was given to the description of the trifluoromethylating agents, their activation mode, their reaction with carbonyl compounds, as well as applications in organic synthesis.
引用
收藏
页码:403 / 413
页数:11
相关论文
共 88 条
[1]   Nucleophilic trifluoromethylation using trifluoromethyl iodide.: A new and simple alternative for the trifluoromethylation of aldehydes and ketones [J].
Aït-Mohand, S ;
Takechi, N ;
Médebielle, M ;
Dolbier, WR .
ORGANIC LETTERS, 2001, 3 (26) :4271-4273
[2]  
Banks R. E., 1994, ORGANOFLUORINE CHEM
[3]   (Trfluoromethyl)trimethylsilane (TMSCF3) -: Ruppert's reagent:: An excellent trifluoromethylation agent [J].
Bastos, Renato Saldanha .
SYNLETT, 2008, (09) :1425-1426
[4]   SYNTHESIS AND PROPERTIES OF (TRIFLUOROMETHYL)TRICHLOROSILANE, A VERSATILE PRECURSOR FOR CF3SI COMPOUNDS [J].
BECKERS, H ;
BURGER, H ;
BURSCH, P ;
RUPPERT, I .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 316 (1-2) :41-50
[5]   New stable reagents for the nucleophilic trifluoromethylation. Part 2: Trifluoromethylation with silylated hemiaminals of trifluoroacetaldehyde [J].
Billard, T ;
Langlois, BR ;
Blond, G .
TETRAHEDRON LETTERS, 2000, 41 (45) :8777-8780
[6]   New stable reagents for the nucleophilic trifluoromethylation.: 1.: Trifluoromethylation of carbonyl compounds with N-formylmorpholine derivatives [J].
Billard, T ;
Bruns, S ;
Langlois, BR .
ORGANIC LETTERS, 2000, 2 (14) :2101-2103
[7]  
Billard T, 2001, EUR J ORG CHEM, V2001, P1467
[8]   Enantioselective Zirconium-Catalyzed Friedel-Crafts Alkylation of Pyrrole with Trifluoromethyl Ketones [J].
Blay, Gonzalo ;
Fernandez, Isabel ;
Monleon, Alicia ;
Pedro, Jose R. ;
Vila, Carlos .
ORGANIC LETTERS, 2009, 11 (02) :441-444
[9]  
BOECHAT N, 2008, J HETEROCYCLIC CHEM, V45, P969
[10]   FLUORINATED ORGANOMETALLICS - PERFLUOROALKYL AND FUNCTIONALIZED PERFLUOROALKYL ORGANOMETALLIC REAGENTS IN ORGANIC-SYNTHESIS [J].
BURTON, DJ ;
YANG, ZY .
TETRAHEDRON, 1992, 48 (02) :189-275