Gold-catalyzed cyclization of N-alkynyl carbamates

被引：111

作者：

Hashmi, A. Stephen K. ^{[1
]}

Salathe, Ralph ^{[1
]}

Frey, Wolfgang ^{[1
]}

机构：

[1] Univ Stuttgart, Inst Organ Chem, D-70569 Stuttgart, Germany

来源：

SYNLETT | 2007年 / 11期

关键词：

alkynes; carbamates; gold catalysis; iodonium salts; oxazolinones;

D O I：

10.1055/s-2007-982562

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Six different N-alkynyl carbamates containing Boc groups were prepared. Their gold(I)-catalyzed cyclization to oxazolinones proceeded radily at room temperature or even lower temperatures.

引用

页码：1763 / 1766

页数：4

共 28 条

[1] Gold(I)-catalyzed formation of 4-alkylidene-1,3-dioxolan-2-ones from propargylic tert-butyl carbonates [J].

Buzas, A ;

Gagosz, F .

ORGANIC LETTERS, 2006, 8 (03) :515-518

[2] Gold(I)-catalyzed formation of 5-methylene-1,3-oxazolidin-2-ones [J].

Buzas, Andrea ;

Gagosz, Fabien .

SYNLETT, 2006, (17) :2727-2730

[3]

Couty S., 2006, ANGEW CHEM, V118, P6878

[4] SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF AU4(MNT)(DPPEE)2(CL)2-CENTER-DOT-1/4CH2CL2 (MNT = 1,2-DICYANOETHENE-1,2-DITHIOLATE-S,S', DPPEE = CIS-BIS(DIPHENYLPHOSPHINO)ETHYLENE) - A GOLD(I) METAL-OLEFIN COMPLEX IN WHICH THE OLEFIN ORIENTATION RELATIVE TO THE COORDINATION PLANE INVOLVING THE METAL IS DEFINED [J].

DAVILA, RM ;

STAPLES, RJ ;

FACKLER, JP .

ORGANOMETALLICS, 1994, 13 (02) :418-420

[5]

DORSCH D, 2005, Patent No. 2005123688

[6]

Dorsch D., 2005, CHEM ABSTR, V144, P69837

[7] Room temperature Au(I)-catalyzed exo-selective cycloisomerization of acetylenic acids:: An entry to functionalized γ-lactones [J].

Genin, E ;

Toullec, PY ;

Antoniotti, S ;

Brancour, C ;

Genêt, JP ;

Michelet, V .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (10) :3112-3113

[8]

Hashmi A.S.K., 2000, ANGEW CHEM, V112, P2382, DOI DOI 10.1002/CCTC.200900237

[9]

Hashmi A. S. K., 2006, ANGEW CHEM, V118, P8064, DOI DOI 10.1002/ANGE.200602454

[10] Gold catalysis: Alkylideneoxazolines and -oxazoles from intramolecular hydroamination of an alkyne by a trichloroacetimidate [J].

Hashmi, A. Stephen K. ;

Rudolph, Matthias ;

Schymura, Stefan ;

Visus, Jorge ;

Frey, Wolfgang .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (21) :4905-4909

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