A simple and efficient hydrodehalogenation of 1,1-dihalocyclopropanes

被引：17

作者：

AlDulayymi, JR ^{[1
]}

Baird, MS ^{[1
]}

Bolesov, IG ^{[1
]}

Tveresovsky, V ^{[1
]}

Rubin, M ^{[1
]}

机构：

[1] MOSCOW MV LOMONOSOV STATE UNIV,DEPT CHEM,MOSCOW,RUSSIA

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 49期

关键词：

D O I：

10.1016/S0040-4039(96)02051-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,1-Dibromo- and 1,1-dichlorocyclopropanes are converted into the corresponding monohalo-cyclopropanes (as mixtures of stereoisomers where appropriate) by reaction with 1.2-1.3 mol. equiv. of ethyl magnesium bromide and a snell amount of titanium isopropoxide in ether. In the presence of an excess of ethylmagnesium bromide the product from the dibromide is the non- halogenated cyclopropane. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：8933 / 8936

页数：4

共 36 条

[1] [Anonymous], 1963, J ORG CHEM
[2] ADDITION OF DIBROMOCARBENE TO CYCLO-OCTA-1,3,5-TRIENE - PREPARATION OF BICYCLO 6,1,0!NONA-2,6-DIENE AND DERIVATIVES
BAIRD, MS
REESE, CB
[J]. JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1970, (22): : 1519 - &
[3] REDUCTION OF GEM-DIHALOCYCLOPROPANES WITH ZINC - MONO-REDUCTIVE DEHALOGENATION OF GEM-DIHALOCYCLOPROPYL METHYL KETONES AND DIOXOLANES
BARLET, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (18) : 3500 - 3505
[4] BARLET R, 1976, TETRAHEDRON LETT, P4171
[5] DEUTERIUM INCORPORATION VIA ZINC-COPPER COUPLE REDUCTIONS OF HALIDES
BLANKENS, RM
BURDETT, KA
SWENTON, JS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (15) : 2300 - 2301
[6] Dzhemilev U. M., 1988, IAN SSSR KH, P2332
[7] EFFECTIVE REDUCTION OF HALOGEN-CONTAINING HYDROCARBONS BY DIISOBUTYL ALUMINUM-HYDRIDE IN THE PRESENCE OF TRANSITION-METAL HYDRIDES
DZHEMILEV, UM
GAISIN, RL
[J]. BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1988, 37 (10): : 2099 - 2102
[8] STEREOSELECTIVE REDUCTION OF GEM-DICHLOROCYCLOPROPANES TO CIS-MONOCHLOROCYCLOPROPANES BY LITHIUM ALUMINUM-HYDRIDE IN THE PRESENCE OF TITANIUM AND ZIRCONIUM COMPLEXES
DZHEMILEV, UM
GAISIN, RL
TURCHIN, AA
TOLSTIKOV, GA
[J]. BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1991, 40 (09): : 1845 - 1848
[9] EFFICIENT METHOD FOR THE SYNTHESIS OF MONOHALOCYCLOPROPANES BY REDUCTION OF GEM-DIHALOCYCLOPROPANES WITH I-BU2ALH IN THE PRESENCE OF TI AND ZR COMPLEXES
DZHEMILEV, UM
GAISIN, RL
TURCHIN, AA
KHALIKOVA, NR
BAIKOVA, IP
TOLSTIKOV, GA
[J]. BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1990, 39 (05): : 967 - 974
[10] FREY AJ, 1968, J ORG CHEM, V33, P1283

← 1 2 3 4 →