Tris[(5-chloro-2-thienyl)methyl] phosphine oxide from elemental phosphorus and 2-chloro-5-(chloromethyl) thiophene

被引：10

作者：

Gusarova, NK ^{[1
]}

Arbuzova, SN ^{[1
]}

Shaikhudinova, SI ^{[1
]}

Kazantseva, TI ^{[1
]}

Reutskaya, AM ^{[1
]}

Ivanova, NI ^{[1
]}

Papernaya, L ^{[1
]}

Trofimov, BA ^{[1
]}

机构：

[1] Russian Acad Sci, Inst Chem, Siberian Branch, RU-664033 Irkutsk, Russia

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2001年 / 175卷

关键词：

elemental phosphorus; 2-chloro-5-(chloromethyl)thiophene; phosphorylation; tris[(5-chloro-2-thienyl)methyl]phosphine oxide; Wittig - Horner reaction; 2-chloro-5-[(E)-2-phenylethenyl]thiophene; bis[(5-chloro-2-thienyl)methyl]phosphinic acid;

D O I：

10.1080/10426500108040264

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

White phosphorus readily reacts with 2-chloro-5-(chloromethyl)thiophene under phase-transfer conditions (KOH, water, dioxane, benzyltriethylammonium chloride, 50-52 degreesC, 3 h) to form tris[(5-chloro-2-thienyl)methyl]phosphine oxide in good yield. This new phosphine oxide undergoes the Wittig - Horner reaction with benzaldehyde (NaNH2/THF system) leading to 2-chloro-5-[(E)-2-phenylethenyl]thiophene and bis[(5-chloro-2-thienyl)methyl]phosphinic acid.

引用

页码：163 / 167

页数：5

共 50 条

[1] 2-Chloro-5-(chloromethyl)pyridine
Feng, Zhi-Qiang
Yang, Xiao-Li
Ye, Yuan-Feng
Wang, Huai-Qing
Hao, Ling-Yun
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O366 - U631
[2] The reaction of 2-chloro-5-(chloromethyl)thiophene with monoethanolamine vinyl ether
Papernaya, LK
Deryagina, EN
Albanov, AI
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2002, (09): : 1207 - 1209
[3] Reaction of 2-chloro-5-(chloromethyl)thiophene with monoethanolamine vinyl ether
Papernaya L.K.
Deryagina E.N.
Albanov A.I.
Chemistry of Heterocyclic Compounds, 2002, 38 (9) : 1052 - 1054
[4] Dichlorobis[2-chloro-5-(chloromethyl)-pyridine]copper(II)
Jian, FF
Zhang, L
Xiao, HL
Zhang, LY
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : M2388 - M2389
[5] BETA-(5-CHLORO-2-THIENYL)VINYLDICHLOROPHOSPHINE AND ITS DERIVATIVES
PUDOVIK, AN
KHAIRULLIN, VK
VASYANINA, MA
POKROVSKAYA, IK
SHAGIDULLIN, RR
CHERNOV, AN
ZHURNAL OBSHCHEI KHIMII, 1985, 55 (10): : 2194 - 2197
[6] SOYBEAN YIELDS AS INFLUENCED BY TRIBUTYL[(5-CHLORO-2-THIENYL)METHYL]PHOSPHONIUM CHLORIDE AND DIFFERENT MOISTURE REGIMES
COTHREN, JT
STUTTE, CA
RUTLEDGE, SR
PHYTON-INTERNATIONAL JOURNAL OF EXPERIMENTAL BOTANY, 1981, 40 (02) : 117 - 125
[7] REDUCTION OF SEVERITY OF VERTICILLIUM WILT OF COTTON BY GROWTH RETARDANT, TRIBUTYL [(5-CHLORO-2-THIENYL)METHYL] PHOSPHONIUM CHLORIDE
ERWIN, DC
TSAI, SD
KHAN, RA
PHYTOPATHOLOGY, 1976, 66 (01) : 106 - 110
[8] RESPONSES OF HORTICULTURAL SPECIES TO FOLIAR TREATMENT WITH TRIBUTYL [(5-CHLORO-2-THIENYL) METHYL] PHOSPHONIUM CHLORIDE (CHE-8728)
ZECK, WM
RUDOLPH, RD
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1975, 170 (AUG24): : 50 - 50
[9] 2-Chloro-5-(2-iodobenzenesulfonamido)benzoic acid
Arshad, Muhammad Nadeem
Tahir, M. Nawaz
Khan, Islam Ullah
Siddiqui, Waseeq Ahmad
Shafiq, Muhammad
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O281 - U1801
[10] 2-[2-chloro-5-(trifluoromethyl)phenyl]hexahydropyrimidine monohydrate
Fun, Hoong-Kun
Kia, Reza
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O1840 - U2679

← 1 2 3 4 5 →