Multiply bridged acetylenic thiacyclophanes

被引：7

作者：

Ensley, HE

Mahadevan, S

Mague, J

机构：

[1] Department of Chemistry, Tulane University, New Orleans

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 35期

关键词：

D O I：

10.1016/0040-4039(96)01389-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 4,17,30-trithia-[7(3)](1,3,5)cyclophane (1) has been prepared by a two-stage, palladium assisted coupling of propargylOTHP with 1,3,5-tribromobenzene, followed by sulfide ring closure. The intermediate (8) on deprotection, followed by bromination and reaction with Na2S gives 1 in 58% yield. Copyright (C) 1996 Elsevier Science Ltd

引用

收藏

页码：6255 / 6258

页数：4

相关论文

共 15 条

[1] AN EFFICIENT PALLADIUM-CATALYZED REACTION OF VINYL AND ARYL HALIDES OR TRIFLATES WITH TERMINAL ALKYNES [J].

ALAMI, M ;

FERRI, F ;

LINSTRUMELLE, G .

TETRAHEDRON LETTERS, 1993, 34 (40) :6403-6406

[2] THE CROSS-COUPLING REACTIONS OF ORGANIC HALIDES WITH ORGANIC DERIVATIVES OF TIN, MERCURY AND COPPER CATALYZED BY PALLADIUM [J].

BELETSKAYA, IP .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1983, 250 (01) :551-564

[3]

BOEKELHEIDE V, 1983, TOP CURR CHEM, V113, P87

[4]

BOEKELHEIDE V, 1969, ANGEW CHEM INT EDIT, V8, P274

[5]

BOESE R, 1992, ANGEW CHEM INT EDIT, V31, P1643

[6] HEXAETHYNYLBENZENE [J].

DIERCKS, R ;

ARMSTRONG, JC ;

BOESE, R ;

VOLLHARDT, KPC .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (03) :268-269

[7] FOURFOLD BRIDGING OF THE BENZENE-RING IN ONE-STEP [J].

KLIESER, B ;

VOGTLE, F .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1982, 21 (08) :618-619

[8] A precursor to highly unsaturated cyclophanes: 7,19,28-trithiatetracylo[11.11.7.1(3,23).1(11,15)]tritriaconta-1,3(32),11(33),12,14,23-hexaene-4,9,16,22,25,30-hexayne [J].

Mague, JT ;

Ensley, HE ;

Mahadevan, S .

ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1995, 51 :2595-2598

[9] SYNTHESIS OF HIGH-CARBON MATERIALS FROM ACETYLENIC PRECURSORS - PREPARATION OF AROMATIC MONOMERS BEARING MULTIPLE ETHYNYL GROUPS [J].

NEENAN, TX ;

WHITESIDES, GM .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (11) :2489-2496

[10] ENANTIOPURE ENYNYL SULFOXIDES VIA PALLADIUM-CATALYZED COUPLING REACTIONS [J].

PALEY, RS ;

LAFONTAINE, JA ;

VENTURA, MP .

TETRAHEDRON LETTERS, 1993, 34 (23) :3663-3666