Ir-catalysed formation of C-F bonds. From allylic alcohols to α-fluoroketones

被引：49

作者：

Ahlsten, Nanna ^{[1
]}

Martin-Matute, Belen ^{[1
]}

机构：

[1] Stockholm Univ, Dept Organ Chem, Arrhenius Lab, SE-10691 Stockholm, Sweden

来源：

CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 29期

基金：

瑞典研究理事会;

关键词：

CARBONYL-COMPOUNDS; REDOX ISOMERIZATION; EFFICIENT SYNTHESIS; FLUORINATION; KETONES; RHODIUM; ALDOLS; COMPLEXES; ALDEHYDES; INSIGHT;

D O I：

10.1039/c1cc12653a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel iridium-catalysed tandem isomerisation/C-F bond formation from allylic alcohols and Selectfluor (R) to prepare alpha-fluorinated ketones as single constitutional isomers is reported.

引用

页码：8331 / 8333

页数：3

共 44 条

[31] Towards Greener Fluorine Organic Chemistry: Direct Electrophilic Fluorination of Carbonyl Compounds in Water and Under Solvent-Free Reaction Conditions [J].

Stavber, Gaj ;

Stavber, Stojan .

ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (16) :2838-2846

[32] Micellar-System-Mediated Direct Fluorination of Ketones in Water [J].

Stavber, Gaj ;

Zupan, Marko ;

Stavber, Stojan .

SYNLETT, 2009, (04) :589-594

[33] Solvent directing immediate fluorination of aromatic ketones using 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) [J].

Stavber, S ;

Jereb, M ;

Zupan, M .

CHEMICAL COMMUNICATIONS, 2000, (14) :1323-1324

[34] Recent advances in electrophilic fluorination [J].

Taylor, SD ;

Kotoris, CC ;

Hum, G .

TETRAHEDRON, 1999, 55 (43) :12431-12477

[35] CHEMOSELECTIVITY IN THE RUTHENIUM-CATALYZED REDOX ISOMERIZATION OF ALLYL ALCOHOLS [J].

TROST, BM ;

KULAWIEC, RJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (05) :2027-2036

[36] Transposition of allylic alcohols into carbonyl compounds mediated by transition metal complexes [J].

Uma, R ;

Crévisy, C ;

Grée, R .

CHEMICAL REVIEWS, 2003, 103 (01) :27-51

[37]

Uma R, 2001, EUR J ORG CHEM, V2001, P3141

[38] Homogeneously catalysed isomerisation of allylic alcohols to carbonyl compounds [J].

van der Drift, RC ;

Bouwman, E ;

Drent, E .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 650 (1-2) :1-24

[39] Direct electrophilic α-fluorination of imines:: Efficient synthesis of mono- and difluoroimines [J].

Verniest, Guido ;

Van Hende, Eva ;

Surmont, Riccardo ;

De Kimpe, Norbert .

ORGANIC LETTERS, 2006, 8 (21) :4767-4770

[40] Fluorine-Enabled Cationic Gold Catalysis: Functionalized Hydration of Alkynes [J].

Wang, Weibo ;

Jasinski, Jacek ;

Hammond, Gerald B. ;

Xu, Bo .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (40) :7247-7252

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