Unique Reactivity of Fluorinated Molecules with Transition Metals

被引:13
作者
Catalan, Silvia [1 ,2 ]
Munoz, Socrates B. [3 ]
Fustero, Santos [1 ,2 ]
机构
[1] Univ Valencia, Dept Quim Organ, E-46100 Burjassot, Spain
[2] Ctr Invest Principe Felipe, Lab Mol Organ, E-46012 Valencia, Spain
[3] Univ So Calif, Loker Hydrocarbon Res Inst, Dept Chem, Los Angeles, CA 90089 USA
关键词
Catalysis; Copper; Cross coupling; Fluorine; Gold; Metathesis; Pauson-Khand reaction; Silver; Transition metal; ARYL BORONIC ACIDS; SILVER-MEDIATED TRIFLUOROMETHYLATION; CATALYZED OLEFINIC TRIFLUOROMETHYLATION; HYPERVALENT IODINE REAGENTS; C-H TRIFLUOROMETHYLATION; FLUOROFORM-DERIVED CUCF3; RING-CLOSING METATHESIS; BICYCLIC AMINO ESTERS; FREE-RADICAL ADDITION; AZA-MICHAEL REACTION;
D O I
10.2533/chimia.2014.382
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Organofluorine and organometallic chemistry by themselves constitute two potent areas in organic synthesis. Thus, the combination of both offers many chemical possibilities and represents a powerful tool for the design and development of new synthetic methodologies leading to diverse molecular structures in an efficient manner. Given the importance of the selective introduction of fluorine atoms into organic molecules and the effectiveness of transition metals in C C and C-heteroatom bond formation, this review represents an interesting read for this aim.
引用
收藏
页码:382 / 409
页数:28
相关论文
共 223 条
[51]   A New Method for Aromatic Difluoromethylation: Copper-Catalyzed Cross-Coupling and Decarboxylation Sequence from Aryl Iodides [J].
Fujikawa, Kenichi ;
Fujioka, Yasutaka ;
Kobayashi, Akira ;
Amii, Hideki .
ORGANIC LETTERS, 2011, 13 (20) :5560-5563
[52]   Catalysis for fluorination and trifluoromethylation [J].
Furuya, Takeru ;
Kamlet, Adam S. ;
Ritter, Tobias .
NATURE, 2011, 473 (7348) :470-477
[53]   Fluorination of Boronic Acids Mediated by Silver(I) Triflate [J].
Furuya, Takeru ;
Ritter, Tobias .
ORGANIC LETTERS, 2009, 11 (13) :2860-2863
[54]   Silver-Mediated Fluorination of Functionalized Aryl Stannanes [J].
Furuya, Takeru ;
Strom, Alexandra E. ;
Ritter, Tobias .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (05) :1662-+
[55]   Intramolecular hydroamination of difluoropropargyl amides:: Regioselective synthesis of fluorinated β- and γ-lactams [J].
Fustero, Santos ;
Fernandez, Begona ;
Bello, Paula ;
del Pozo, Carlos ;
Arimitsu, Satoru ;
Hammond, Gerald B. .
ORGANIC LETTERS, 2007, 9 (21) :4251-4253
[56]   Microwave-assisted tandem cross metathesis intramolecular aza-Michael reaction:: An easy entry to cyclic β-amino carbonyl derivatives [J].
Fustero, Santos ;
Jimenez, Diego ;
Sanchez-Rosello, Maria ;
del Pozo, Carlos .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (21) :6700-+
[57]   Asymmetric Allylation/Pauson-Khand Reaction: A Simple Entry to Polycyclic Amines. Application to the Synthesis of Aminosteroid Analogues [J].
Fustero, Santos ;
Lazaro, Ruben ;
Aiguabella, Nuria ;
Riera, Antoni ;
Simon-Fuentes, Antonio ;
Barrio, Pablo .
ORGANIC LETTERS, 2014, 16 (04) :1224-1227
[58]   One-pot cross-enyne metathesis (CEYM)-Diels-Alder reaction of gem-difluoropropargylic alkynes [J].
Fustero, Santos ;
Bello, Paula ;
Miro, Javier ;
Sanchez-Rosello, Maria ;
Haufe, Guenter ;
del Pozo, Carlos .
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2013, 9 :2688-2695
[59]   Gold-Catalyzed Intramolecular Hydroamination of o-Alkynylbenzyl Carbamates: A Route to Chiral Fluorinated Isoindoline and Isoquinoline Derivatives [J].
Fustero, Santos ;
Ibanez, Ignacio ;
Barrio, Pablo ;
Maestro, Miguel A. ;
Catalan, Silvia .
ORGANIC LETTERS, 2013, 15 (04) :832-835
[60]   Gold catalyzed stereoselective tandem hydroamination-formal aza-Diels-Alder reaction of propargylic amino esters [J].
Fustero, Santos ;
Bello, Paula ;
Miro, Javier ;
Sanchez-Rosello, Maria ;
Maestro, Miguel A. ;
Gonzalez, Javier ;
del Pozo, Carlos .
CHEMICAL COMMUNICATIONS, 2013, 49 (13) :1336-1338