Convenient preparation of di- and tri-ethynylbenzenes by cleavage of 2-hydroxy-2-methylbut-3-yn-4-yl-benzenes with water miscible reagents

被引：22

作者：

MacBride, JAH

Wade, K

机构：

[1] Chemistry Department, Durham University, Durham DH1 3LE, South Road

来源：

SYNTHETIC COMMUNICATIONS | 1996年 / 26卷 / 12期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1080/00397919608004542

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Hydroxy-2-methylbut-3-yn-4-ylbenzenes, readily available from bromobenzenes, are efficiently cleaved by the water-miscible reagents sodium 2-propoxide in 2-propanol, or potassium hydroxide in dioxan, which facilitates isolation of volatile ethynylbenzenes.

引用

页码：2309 / 2316

页数：8

共 19 条

[1] AMES DE, 1981, SYNTHESIS-STUTTGART, P364
[2] A NEW APPROACH TO THE CONSTRUCTION OF BIPHENYLENES BY THE COBALT-CATALYZED COCYCLIZATION OF ORTHO-DIETHYNYLBENZENES WITH ALKYNES - APPLICATION TO AN ITERATIVE APPROACH TO [3]PHENYLENE, THE 1ST MEMBER OF A NOVEL CLASS OF BENZOCYCLOBUTADIENOID HYDROCARBONS
BERRIS, BC
HOVAKEEMIAN, GH
LAI, YH
MESTDAGH, H
VOLLHARDT, KPC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (20) : 5670 - 5687
[3] POLYMERS AND CERAMICS BASED ON ICOSAHEDRAL CARBORANES - MODEL STUDIES OF THE FORMATION AND HYDROLYTIC STABILITY OF ARYL ETHER, KETONE, AMIDE AND BORANE LINKAGES BETWEEN CARBORANE UNITS
BROWN, DA
COLQUHOUN, HM
DANIELS, JA
MACBRIDE, JAH
STEPHENSON, IR
WADE, K
[J]. JOURNAL OF MATERIALS CHEMISTRY, 1992, 2 (08) : 793 - 804
[4] DOPED GLASSY-CARBON MATERIALS (DGC) - LOW-TEMPERATURE SYNTHESIS, STRUCTURE, AND CATALYTIC BEHAVIOR
CALLSTROM, MR
NEENAN, TX
MCCREERY, RL
ALSMEYER, DC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (12) : 4954 - 4956
[5] CARPITA A, 1984, SYNTHESIS-STUTTGART, P571
[6] DAWSON DJ, 1986, ACS SYM SER, V282, P63
[7] HEXAETHYNYLBENZENE
DIERCKS, R
ARMSTRONG, JC
BOESE, R
VOLLHARDT, KPC
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (03): : 268 - 269
[8] TRIS(BENZOCYCLOBUTADIENO)BENZENE, THE TRIANGULAR [4]PHENYLENE WITH A COMPLETELY BOND-FIXED CYCLOHEXATRIENE RING - COBALT-CATALYZED SYNTHESIS FROM HEXAETHYNYLBENZENE AND THERMAL RING-OPENING TO 1,2-5,6-9,10-TRIBENZO-3,4,7,8,11,12-HEXADEHYDRO[12]-ANNULENE
DIERCKS, R
VOLLHARDT, KPC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (11) : 3150 - 3152
[9] THE PREPARATION AND PROPERTIES OF CROSS-LINKABLE POLYMERS BASED ON POLYETHERETHERSULFONE POLYETHERSULFONES - GROUPS CONTAINING CARBON CARBON TRIPLE BONDS
ESSER, IC
NAIK, HN
PARSONS, IW
[J]. EUROPEAN POLYMER JOURNAL, 1993, 29 (2-3) : 193 - 200
[10] HAVENS SJ, 1985, J ORG CHEM, V50, P1763, DOI 10.1021/jo00210a042

← 1 2 →