A one-pot synthesis of 1-arylalka-1,3-diynes by sequential acetylene zipper and Sonogashira reactions

被引：17

作者：

Balova, IA

Morozkina, SN

Knight, DW

Vasilevsky, SF

机构：

[1] St Petersburg State Univ, Dept Chem, St Petersburg 198904, Russia

[2] Univ Wales Coll Cardiff, Dept Chem, Cardiff CF10 3TB, S Glam, Wales

[3] Russian Acad Sci, Inst Chem Kinet & Combust, Novosibirsk 630090, Russia

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 01期

基金：

俄罗斯基础研究基金会;

关键词：

D O I：

10.1016/S0040-4039(02)02496-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,3-Diynes, formed in situ by base-induced acetylene zipper reactions, following anion quenching with water, undergo smooth Sonogashira-type couplings with functionalized aryl iodides, to give good overall yields of 1-arylalka-1,3-diynes. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：107 / 109

页数：3

相关论文

共 17 条

[1] A convenient route to unsymmetrical conjugated diynes [J].

Alami, M ;

Ferri, F .

TETRAHEDRON LETTERS, 1996, 37 (16) :2763-2766

[2]

BALOVA IA, 2000, ZH ORG KHIM, V36, P1466

[3]

BALOVA IA, 1988, ZH ORG KHIM, V24, P2523

[4]

BOESE R, 1992, ANGE CHEM INT ED ENG, V31, P1963

[5]

Brandsma L., 1998, APPL TRANSITION META, P179

[6] SALINE HYDRIDES AND SUPERBASES IN ORGANIC REACTIONS .9. ACETYLENE ZIPPER - EXCEPTIONALLY FACILE CONTRATHERMODYNAMIC MULTIPOSITIONAL ISOMERIZATION OF ALKYNES WITH POTASSIUM 3-AMINOPROPYLAMIDE [J].

BROWN, CA ;

YAMASHITA, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (04) :891-892

[7] Poly(aryleneethynylene)s: Syntheses, properties, structures, and applications [J].

Bunz, UHF .

CHEMICAL REVIEWS, 2000, 100 (04) :1605-1644

[8] SYNTHESIS OF ARYL-SUBSTITUTED AND VINYL-SUBSTITUTED ACETYLENE DERIVATIVES BY USE OF NICKEL AND PALLADIUM COMPLEXES [J].

CASSAR, L .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 93 (02) :253-257

[9] PALLADIUM CATALYZED SYNTHESIS OF ARYL, HETEROCYCLIC AND VINYLIC ACETYLENE DERIVATIVES [J].

DIECK, HA ;

HECK, FR .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 93 (02) :259-263

[10] SYNTHESIS OF ISOCOUMARINS FROM O-IODOBENZOIC ACID AND TERMINAL ACETYLENES MEDIATED BY PALLADIUM COMPLEXES AND ZINC-CHLORIDE [J].

LIAO, HY ;

CHENG, CH .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (12) :3711-3716