Ph3P/I--Promoted Dichlorination or Dibromination of Epoxides with XCH2CH2X (X = Cl or Br)

被引：4

作者：

Long, Jin ^{[1
,2
]}

Chen, Jia ^{[2
]}

Li, Rong ^{[1
]}

Liu, Zhuo ^{[1
,2
]}

Xiao, Xuan ^{[1
,2
]}

Lin, Jin-Hong ^{[2
]}

Zheng, Xing ^{[1
]}

Xiao, Ji-Chang ^{[2
]}

机构：

[1] Univ South China, Hunan Prov Cooperat Innovat Ctr Mol Target New Dr, Inst Pharm & Pharmacol, 28 Western Changsheng Rd, Hengyang 421001, Hunan, Peoples R China

[2] Univ Chinese Acad Sci, Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

来源：

SYNLETT | 2019年 / 30卷 / 02期

关键词：

epoxide; dichlorination; dibromination; 1,2-dihalides; triphenylphosphine; VIC-HALO ALCOHOLS; VICINAL DIHALIDES; PHOSPHONIUM SALT; TRIPHENYLPHOSPHINE; HALOGENATION; REAGENT; STEREOCHEMISTRY; CHLORINATION; DEHYDRATION; CONVERSION;

D O I：

10.1055/s-0037-1610308

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ph3P/I--promoted dichlorination and dibromination of epoxides by using XCH2CH2X (X = Cl or Br) as the halogen source and reaction solvent is described. All reagents are widely available and easy to handle, and mild conditions and operational simplicity make this protocol attractive.

引用

页码：181 / 184

页数：4

共 50 条

[21] Theoretical studies on the reactions Cl+CH3COCCl2X (X = F, Cl, Br)
Zhang, Hui
Zhang, Gui-Ling
Liu, Jing-Yao
Sun, Miao
Liu, Bo
Li, Ze-Sheng
CHEMICAL PHYSICS LETTERS, 2007, 442 (4-6) : 187 - 193
[22] STUDIES ON SYSTEMS BA3P2-BAX2(X=CL,BR,I)
HADENFELDT, C
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1977, 436 (DEC): : 113 - 121
[23] VIBRATIONAL-SPECTRA AND STRUCTURES OF (CH2X)2HG (X=CL,BR,I)
IMAI, Y
AIDA, K
SPECTROCHIMICA ACTA PART A-MOLECULAR SPECTROSCOPY, 1972, A 28 (03): : 517 - &
[24] Structural, spectroscopic and redox studies of mer-[RuX3L3] (L = PMe2Ph or AsMe2Ph, X = Cl or Br). Crystal structures of mer-[RuX3(AsMe2Ph)3] (X = Cl or Br) and [Ru2X5(EMe2Ph)4] (X = Br, E = P or As; X = I, E = As)
J Chem Soc Dalton Trans, 13 (2331):
[25] Structural, spectroscopic and redox studies of mer-[RuX3L3] (L=PMe2Ph or AsMe2Ph, X=Cl or Br). Crystal structures of mer-[RuX3(AsMe2Ph)(3)] (X=Cl or Br) and [Ru2X5(EMe2Ph)(4)] (X=Br, E=P or As; X=I, E=As)
Holmes, NJ
Genge, ARJ
Levason, W
Webster, M
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (13): : 2331 - 2334
[26] ISOTHIOCYANATO COMPLEXES OF RHENIUM .3. SYNTHESIS AND CHARACTERIZATION OF [REN(NCS)2(PH3P)2] AND [REN(NCS)2(CH3CN)(PH3P)2] - X-RAY CRYSTAL-STRUCTURE OF [REN(NCS)2(CH3CN)(PH3P)2]CENTER-DOT-CH3CN
HUBENER, R
ABRAM, U
STRAHLE, J
INORGANICA CHIMICA ACTA, 1994, 224 (1-2) : 193 - 197
[27] SYNTHESES OF HG2P3X WHERE X=CL AND BR
DONOHUE, PC
JOURNAL OF SOLID STATE CHEMISTRY, 1973, 6 (04) : 587 - 589
[28] OLIGOPHOSPHINE LIGANDS .11. HEXACOORDINATE HALOGENOIRON COMPLEXES FEX2[P(CH2CH2CH2PME2)3] (X = CL, BR, I)
ANTBERG, M
DAHLENBURG, L
INORGANICA CHIMICA ACTA-ARTICLES AND LETTERS, 1985, 104 (01): : 51 - 54
[29] ION-MOLECULE REACTIONS OF C60RH+ WITH CH(3)X, C(6)H(5)X(X=CL, BR, I) AND CH2I2
KAN, SZ
XU, YC
BYUN, YG
FREISER, BS
JOURNAL OF MASS SPECTROMETRY, 1995, 30 (06): : 834 - 840
[30] An ab initio study of the reactions of CH2X-X (X = Cl, Br, I) isopolyhalomethanes with nCH3OH
Lin, XF
Zhao, CY
Phillips, DL
MOLECULAR SIMULATION, 2005, 31 (6-7) : 483 - 488

← 1 2 3 4 5 →