Reaction of terminal Alkynes with hydrazines to give nitriles, catalyzed by TpRuCl(PPh3)2:: Novel catalytic transformation involving a vinylidene ruthenium

被引：45

作者：

Fukumoto, Y ^{[1
]}

Dohi, T ^{[1
]}

Masaoka, H ^{[1
]}

Chatani, N ^{[1
]}

Murai, S ^{[1
]}

机构：

[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

ORGANOMETALLICS | 2002年 / 21卷 / 19期

关键词：

D O I：

10.1021/om020588d

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reaction of terminal alkynes with hydrazines in the presence of TpRuCl(PPh3)(2) (Tp = tris(pyrazolyl)borate) as a catalyst gave nitriles. This reaction involves the intermolecular attack of nitrogen nucleophiles at the alpha-carbon atom of (vinylidene)metal intermediates which. are generated from terminal alkynes.

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页码：3845 / 3847

页数：3

相关论文

共 37 条

[1] COMPETITION OF ELECTRONIC AND STERIC INFLUENCES OF SUBSTITUENTS IN METALLACYCLIC PENTAMETHYLCYCLOPENTADIENYL-ALKENYLKETONE COMPLEXES OF CHROMIUM, MOLYBDENUM AND TUNGSTEN - MOLECULAR-STRUCTURE OF C5ME5(CO)2CR[HC=CPHC(O)ME] [J].

ALT, HG ;

HERRMANN, GS ;

ENGELHARDT, HE ;

ROGERS, RD .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 331 (03) :329-339

[2] High-yield synthesis of nitriles by oxidation of aldehyde N,N-dimethylhydrazones with dimethyldioxirane [J].

Altamura, A ;

D'Accolti, L ;

Detomaso, A ;

Dinoi, A ;

Fiorentino, M ;

Fusco, C ;

Curci, R .

TETRAHEDRON LETTERS, 1998, 39 (14) :2009-2012

[3] ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .78. HYDRAZINOLYSIS OF ALKYNYLCARBENE COMPLEXES OF CHROMIUM AND TUNGSTEN - FORMATION OF HYDRAZINOCARBENE, IMIDATE, PYRAZOLIDINYLIDENE, AND NITRILE COMPLEXES [J].

AUMANN, R ;

JASPER, B ;

FROHLICH, R .

ORGANOMETALLICS, 1995, 14 (05) :2447-2455

[4] ISOLATION OF [CP(CO)(PH3P)FEN=CCH3]+BF4- FROM A VINYLIDENE PRECURSOR - AN ORGANOMETALLIC BECKMANN REARRANGEMENT [J].

BARRETT, AGM ;

CARPENTER, NE ;

SABAT, M .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 352 (1-2) :C8-C12

[5] ORGANOMETALLIC CHEMISTRY OF VINYLIDENE AND RELATED UNSATURATED CARBENES [J].

BRUCE, MI .

CHEMICAL REVIEWS, 1991, 91 (02) :197-257

[6]

BRUCE MI, 1983, ADV ORGANOMET CHEM, V22, P59

[7] Selective transformations of alkynes with ruthenium catalysts [J].

Bruneau, C ;

Dixneuf, PH .

CHEMICAL COMMUNICATIONS, 1997, (06) :507-512

[8] Metal vinylidenes in catalysis [J].

Bruneau, C ;

Dixneuf, PH .

ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (04) :311-323

[9] STEREOSELECTIVE SYNTHESIS OF Z-ENOL ESTERS CATALYZED BY [BIS(DIPHENYLPHOSPHINO)ALKANE]BIS(2-METHYLPROPENYL)RUTHENIUM COMPLEXES [J].

DOUCET, H ;

HOFER, J ;

BRUNEAU, C ;

DIXNEUF, PH .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (10) :850-851

[10] GENERAL-SYNTHESIS OF (Z)-ALK-1-EN-1-YL ESTERS VIA RUTHENIUM-CATALYZED ANTI-MARKOVNIKOV TRANS-ADDITION OF CARBOXYLIC-ACIDS TO TERMINAL ALKYNES [J].

DOUCET, H ;

MARTINVACA, B ;

BRUNEAU, C ;

DIXNEUF, PH .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (22) :7247-7255

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