Lewis acid-promoted reactions of zirconacyclopentadienes with isocyanates. A one-pot three-component synthesis of multiply-substituted iminocyclopentadienes from one isocyanate and two alkynes

被引：14

作者：

Lu, J

Mao, GL

Zhang, WX

Xi, ZF ^{[1
]}

机构：

[1] Peking Univ, Coll Chem, Minist Educ, Key Lab Bioorgan Chem & Mol Engn, Beijing 100871, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2005年 / 38期

关键词：

D O I：

10.1039/b509142j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Multiply-substituted iminocyclopentadienes were formed from Lewis acid-promoted reactions of zirconacyclopentadienes and isocyanates via a one-pot three-component coupling process; the C=O double bond of the RN=C=O moiety in the isocyanate was cleaved, and the isocyanates behaved formally as a one-carbon unit with Lewis acid-dependent and substituent-dependent reactions being realized.

引用

收藏

页码：4848 / 4850

页数：3

相关论文

共 54 条

[1]

[Anonymous], 2004, TOPICS ORGANOMET CHE

[2] Nitro and nitroso metathesis reactions with monomeric zirconium imido complexes [J].

Blum, SA ;

Bergman, RG .

ORGANOMETALLICS, 2004, 23 (17) :4003-4005

[3] THE TRIMETHYLPHOSPHINE ADDUCT OF THE ZIRCONOCENE BENZYNE COMPLEX - SYNTHESIS, REACTIONS, AND X-RAY CRYSTAL-STRUCTURE [J].

BUCHWALD, SL ;

WATSON, BT ;

HUFFMAN, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (23) :7411-7413

[4] ORGANIC-CHEMISTRY OF SUBVALENT TRANSITION-METAL COMPLEXES .7. NICKEL(0)-MEDIATED HYDROCYANATION AND CARBONYLATION REACTIONS OF ALKYNES WITH TRIMETHYLSILYL(ISO)CYANIDE [J].

EISCH, JJ ;

ARADI, AA ;

HAN, KI .

TETRAHEDRON LETTERS, 1983, 24 (20) :2073-2076

[5] The regiochemistry of carbenoid insertion into zirconacycles [J].

Gordon, GJ ;

Luker, T ;

Tuckett, MW ;

Whitby, RJ .

TETRAHEDRON, 2000, 56 (15) :2113-2129

[6] THE CHEMISTRY OF TITANACYCLOPENTADIENE RINGS SUPPORTED BY 2,6-DIPHENYLPHENOXIDE LIGATION - STOICHIOMETRIC AND CATALYTIC REACTIVITY [J].

HILL, JE ;

BALAICH, G ;

FANWICK, PE ;

ROTHWELL, IP .

ORGANOMETALLICS, 1993, 12 (08) :2911-2924

[7] SELECTIVITY IN PALLADIUM(0)-CATALYZED CROSS-COUPLING REACTIONS - APPLICATION TO A TANDEM STILLE REACTION [J].

HITCHCOCK, SA ;

MAYHUGH, DR ;

GREGORY, GS .

TETRAHEDRON LETTERS, 1995, 36 (50) :9085-9088

[8] Heterocumulene metathesis by iridium guanidinate and ureylene complexes: Catalysis involving reversible insertion to form six-membered metallacycles [J].

Holland, AW ;

Bergman, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (31) :9010-9011

[9] General, efficient route to thiophene-1-oxides and well-defined, mixed thiophene-thiophene-1-oxide oligomers [J].

Jiang, BW ;

Tilley, TD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (41) :9744-9745

[10] Regioselective coupling of pentafluorophenyl substituted alkynes:: Mechanistic insight into the zirconocene coupling of alkynes and a facile route to conjugated polymers bearing electron-withdrawing pentafluorophenyl substituents [J].

Johnson, SA ;

Liu, FQ ;

Suh, MC ;

Zürcher, S ;

Haufe, M ;

Mao, SSH ;

Tilley, TD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (14) :4199-4211

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