Synthesis, X-ray Crystal Structure and Reaction of Dimethylphenacylsulfonium Bromide in DMSO-HBr System

被引：0

作者：

Cao, Zhiling ^{[1
,2
]}

Liu, Bing ^{[1
]}

Liu, Weiwei ^{[1
]}

Yao, Guowei ^{[3
]}

Cheng, Qingfang ^{[1
]}

机构：

[1] Huaihai Inst Technol, Sch Chem Engn, Lianyungang 222005, Peoples R China

[2] Jiangsu Marine Resources Dev Res Inst, Lianyungang 222005, Peoples R China

[3] Beijing Inst Technol, Sch Life Sci, Beijing 100081, Peoples R China

来源：

CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 31卷 / 12期

关键词：

dimethylphenacylsulfonium bromide; synthesis; crystal structure; DMSO; oxidation; ALPHA-DIKETONES; OXIDATION;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dimethylphenacylsulfonium bromide was synthesized from acetophenone in DMSO-HBr (dimethyl sulfoxide-hydrogen bromide) system and its crystal structure was determined by X-ray diffraction analysis. Dimethylphenacylsulfonium bromide could be transformed to phenylglyoxal both in DMSO-HBr and DMSO system. These studies contributed new evidence for understanding the mechanism of the oxidation process in DMSO-HBr system.

引用

页码：2178 / 2180

页数：3

共 16 条

[1] REACTION OF ALDEHYDES AND KETONES WITH TERT-BUTYL BROMIDE-DIMETHYL SULFOXIDE
ARMANI, E
DOSSENA, A
MARCHELLI, R
CASNATI, G
[J]. TETRAHEDRON, 1984, 40 (11) : 2035 - 2039
[2] IODIDE CATALYSIS OF OXIDATIONS WITH DIMETHYL-SULFOXIDE - CONVENIENT 2-STEP SYNTHESIS OF ALPHA-DIKETONES FROM ALPHA-METHYLENE KETONES
BAUER, DP
MACOMBER, RS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (13) : 1990 - 1992
[3] UBER DIALKYL-PHENACYL-SULFONIUMSALZE UND IHRE SPALTUNG MIT WASSRIGEN LAUGEN .1. UBER SULFONIUMSALZE
BOHME, H
KRAUSE, W
[J]. CHEMISCHE BERICHTE-RECUEIL, 1949, 82 (4-5): : 426 - 432
[4] THE OXIDATION OF ACETOPHENONES TO ARYLGLYOXALS WITH AQUEOUS HYDROBROMIC ACID IN DIMETHYLSULFOXIDE
FLOYD, MB
DU, MT
FABIO, PF
JACOB, LA
JOHNSON, BD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (25) : 5022 - 5027
[5] CHEMISTRY OF YLIDES .19. BETA-CARBONYL SULFONIUM YLIDES
JOHNSON, AW
AMEL, RT
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (05) : 1240 - &
[6] TDAE Strategy Using α-Diketones: Rapid Access to 2,3-Diphenylquinoline and Acenaphtho[1,2-b]quinoline Derivatives
Juspin, Thierry
Terme, Thierry
Vanelle, Patrice
[J]. SYNLETT, 2009, (09) : 1485 - 1489
[7] A NEW AND SELECTIVE METHOD OF OXIDATION
KORNBLUM, N
POWERS, JW
ANDERSON, GJ
JONES, WJ
LARSON, HO
LEVAND, O
WEAVER, WM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (24) : 6562 - 6562
[8] Enantioselective organocatalytic cyclopropanations. The identification of a new class of iminium catalyst based upon directed electrostatic activation
Kunz, RK
MacMillan, DWC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (10) : 3240 - 3241
[9] Qing S., 2008, SYNLETT, P2412
[10] Qing S., 2008, SYNLETT, P2317

← 1 2 →