Chemo- and regioselective crossed alkyne cyclotrimerisation of 1,6-diynes with terminal monoalkynes mediated by Grubbs' catalyst or Wilkinson's catalyst

被引：117

作者：

Witulski, B ^{[1
]}

Stengel, T ^{[1
]}

Fernández-Hernández, JM ^{[1
]}

机构：

[1] Univ Kaiserslautern, Fachbereich Chem, D-67663 Kaiserslautern, Germany

来源：

CHEMICAL COMMUNICATIONS | 2000年 / 19期

关键词：

D O I：

10.1039/b005636g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel protocol for crossed alkyne cyclotrimerisations mediated by Grubbs' catalyst [RuCl(2)(=CHPh)(PCy(3))(2)] allows the efficient synthesis of 4,6-substituted indolines with high regioselectivity, and it is complementary to alkyne cyclotrimerisations mediated by Wilkinson's catalyst [RhCl(PPh(3))(3)] allowing the regioselective synthesis of the corresponding 4,5-substituted isomers in many cases.

引用

页码：1965 / 1966

页数：2

共 30 条

[1]

Armstrong SK, 1998, J CHEM SOC PERK T 1, P371

[2]

BAHATARAN P, 1992, J CHEM SOC P1, P2163

[3] A concise approach towards the synthesis of steganone analogues [J].

Bradley, A ;

Motherwell, WB ;

Ujjainwalla, F .

CHEMICAL COMMUNICATIONS, 1999, (10) :917-918

[4] Mild ruthenium-catalyzed intermolecular alkyne cyclotrimerization [J].

Das, SK ;

Roy, R .

TETRAHEDRON LETTERS, 1999, 40 (21) :4015-4018

[5] Co-cyclizations of nitrogen-containing acetylenes induced by a nickel triphenylphosphine complex to give aminoindane, isoindoline and isoindolinone derivatives [J].

Duckworth, DM ;

LeeWong, S ;

Slawin, AMZ ;

Smith, EH ;

Williams, DJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (08) :815-821

[6] Recent developments in indole ring synthesis-methodology and applications [J].

Gribble, GW .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (07) :1045-1075

[7] Sequential one-pot Rh(I)/Pd(0) catalysed cycloaddition-cyclisation-anion capture. Assembly of polyfunctional compounds [J].

Grigg, R ;

Sridharan, V ;

Zhang, J .

TETRAHEDRON LETTERS, 1999, 40 (47) :8277-8280

[8] RHODIUM CATALYZED [2+2+2] CYCLO-ADDITIONS OF ACETYLENES [J].

GRIGG, R ;

SCOTT, R ;

STEVENSON, P .

TETRAHEDRON LETTERS, 1982, 23 (26) :2691-2692

[9] RHODIUM-CATALYZED [2+2+2]-CYCLOADDITIONS OF ACETYLENES [J].

GRIGG, R ;

SCOTT, R ;

STEVENSON, P .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (06) :1357-1364

[10]

Grotjahn D. B, 1995, COMPREHENSIVE ORGANO, V12, P741

← 1 2 3 →