Synthesis of(Z)-1,2-Dihalo-1-alkenes by the Reaction of (Z)-(β-Halovinyl)phenyliodonium Salts with n-Bu4NX or KX/CuX. Competition between Nucleophilic Vinylic Substitutions and Aromatic Substitutions

DOI: 10.1246/cl.1994.871

Source and publish data:

Chemistry Letters p. 871 - 874 (1994)

Update date:2022-08-04

Topics:

Authors:

Ochiai, Masahito

Oshima, Kunio

Masaki, Yukio

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1246/cl.1994.871

Nucleophilic vinylic substitutions of (Z)-(β-halovinyl)phenyliodonium salts with tetrabutylammonium halides proceed in a stereoselective manner with retention of configuration yielding vicinal (Z)-vinyl dihalides.This reaction competes with nucleophilic aromatic substitutions.Similar competition was observed in the reactions with potassium halides/cuprous halides.

Full text of DOI:10.1246/cl.1994.871

Products guided by the article

Product name:(Z)-2-chloro-1-iodo-1-decene

Cas No:97250-42-5

R&D Labs maybe for 97250-42-5

Tianjin Anda North Industrial & Business Co.Ltd.

Contact:86-22-24999306

Address:No.11 Erwei Road,Dongli Development Area,Tianjin,China
Shandong Wanda Organosilicon New Material Co., Ltd

Contact:+86-21-54177116;54302881

Address:R1318 Greenland No. 3 Lane 58 Xinjian East Rd., Minhang
SHANDONG ZHANHUA YONGHAO PHARMACEUTICAL TECH.CO.,LTD

Contact:+86-576-88685096

Address:GENGJU VILLAGE NORTH ONE KILOMETER,ZHANHUA DISTRICT,BINZHOU CITY,SHANDONG PROVINCE,CHINA.
Shanghai Hohance Chemical Co., ltd

Contact:13914753421

Address:Fl.5；Bld. 70, Lane 1500; Xinfei Road
wuxi huabin bio-tech Co.,Ltd(expird)

Contact:86-0510-85133006

Address:hubin road NO157

Relevant to this article

A new and efficient method for the selective olefination of aldehydes with ethyl diazoacetate catalyzed by an iron(II) porphyrin complex

Doi:10.1021/ja016721v
(2002)
Synthesis of Novel Pyrazoles Containing Perfluoroalkyl Groups by Reactions of Perfluoro-2-methylpent-2-ene and Hydrazones

Doi:10.1021/jo00219a046
(1985)
THE CONDENSATION OF METHYL 2-METHYLPROPANOATE WITH CHIRAL ALDEHYDES. X-RAY CRYSTAL STRUCTURE OF (3RS,4SR) 3-HYDROXY-4-PHENYL-2,2,4-TRIMETHYLPENTANOIC ACID

Doi:10.1016/S0040-4039(00)98489-2
(1985)
Novel nonnarcotic analgesics with an improved therapeutic ratio. Structure-activity relationships of 8-(methylthio)- and 8-(acylthio)-1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocines

Doi:10.1021/jm00149a020
(1985)
REACTION OF ARYLSULFONYL COMPOUNDS WITH EXCESS ORGANOLITHIUM REAGENTS. COMMUNICATION 16. SELECTIVITY IN THE METALLATION OF PHENYL THIENYL SULFONES. RELATIVE REACTIVITY OF THE BENZENE AND THIOPHENE RINGS

Doi:10.1007/BF00948060
(1985)
MEHRFACHBINDUNGEN ZWISCHEN HAUPTGRUPPENELEMENTEN UND UEBERGANGSMETALLEN XXVIII. CYCLOADDITION VON HETEROKUMULENEN AN OXORHENIUM-HALBSANDWICH-KOMPLEXE: SYNTHESE NEUARTIGER METALLACYCLEN

Doi:10.1016/0022-328X(86)80229-7
(1986)

Article Doi