PhI-catalyzed α-tosyloxylation of ketones with m-chloroperbenzoic acid and p-toluenesulfonic acid

被引：100

作者：

Yamamoto, Y

Togo, H

机构：

[1] Chiba Univ, Grad Sch Sci & Technol, Inage Ku, Chiba 2638522, Japan

[2] Chiba Univ, Fac Sci, Dept Chem, Inage Ku, Chiba 2638522, Japan

来源：

SYNLETT | 2006年 / 05期

关键词：

iodobenzene; alpha-tosyloxyketones; ketones; m-chloroperbenzoic acid; p-toluenesulfonic acid; catalysts;

D O I：

10.1055/s-2006-933120

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various alpha-tosyloxyketones were efficiently prepared in high yields from the reaction of ketones with m-chloroperbenzoic acid and p-toluenesulfonic acid in the presence of a catalytic amount of iodobenzene at warming temperature.

引用

页码：798 / 800

页数：3

共 46 条

[1]

Abe S, 2001, SYNLETT, P22

[2] Synthetic use of poly[4-hydroxy(tosyloxy)iodo]styrenes [J].

Abe, S ;

Sakuratani, K ;

Togo, H .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (18) :6174-6177

[3] Versatile hypervalent-iodine(III)-catalyzed oxidations with m-chloroperbenzoic acid as a cooxidant [J].

Dohi, T ;

Maruyama, A ;

Yoshimura, M ;

Morimoto, K ;

Tohma, H ;

Kita, Y .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (38) :6193-6196

[4] Hypervalent iodine reagents in organic synthesis: Nucleophilic substitution of p-substituted phenol ethers [J].

Kita, Y ;

Takada, T ;

Tohma, T .

PURE AND APPLIED CHEMISTRY, 1996, 68 (03) :627-630

[5] Recent progress in the use of hypervalent iodine reagents in organic synthesis. A review [J].

Kitamura, T ;

Fujiwara, Y .

ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1997, 29 (04) :409-458

[6]

KITAMURA T, 1995, YUKI GOSEI KAGAKU KY, V53, P893

[7] HYPERVALENT ORGANOIODINE - CRYSTAL-STRUCTURE OF PHENYLHYDROXYTOSYLOXYIODINE [J].

KOSER, GF ;

WETTACH, RH ;

TROUP, JM ;

FRENZ, BA .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (22) :3609-3611

[8] ONE-STEP ALPHA-TOSYLOXYLATION OF KETONES WITH [HYDROXY(TOSYLOXY)IODO]BENZENE [J].

KOSER, GF ;

RELENYI, AG ;

KALOS, AN ;

REBROVIC, L ;

WETTACH, RH .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (12) :2487-2489

[9] NEW METHODOLOGY IN IODONIUM SALT SYNTHESIS - REACTIONS OF [HYDROXY(TOSYLOXY)IODO]ARENES WITH ARYLTRIMETHYLSILANES [J].

KOSER, GF ;

WETTACH, RH ;

SMITH, CS .

JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (08) :1543-1544

[10]

Koser GF, 2001, ALDRICHIM ACTA, V34, P89

← 1 2 3 4 5 →