Highly atom efficient guanylation of both aromatic and secondary amines catalyzed by simple lanthanide amides

被引：143

作者：

Li, Qinghai

Wang, Shaowu ^{[1
]}

Zhou, Shuangliu

Yang, Gaosheng

Zhu, Xiancui

Liu, Yuyu

机构：

[1] Anhui Normal Univ, Coll Chem & Mat Sci, Inst Organ Chem, Anhuui Key Lab Funct Mol Solids, Wuhu 241000, Anhui, Peoples R China

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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 72卷 / 18期

关键词：

D O I：

10.1021/jo0709089

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

It is demonstrated that the cyclopentadienyl-free simple lanthanide amides [(Me3Si)(2)N](3)Ln(mu-Cl)Li(THF)(3) (Ln = La, Sm, Eu, Y, Yb) and Ln[N(SiMe3)(2)](3) (Ln = Y, Yb) are highly efficient catalysts for the guanylation of both aromatic and secondary amines with a high activity under mild conditions. It is found that these catalysts are compatible with a wide range of solvents and substrates.

引用

页码：6763 / 6767

页数：5

共 51 条

[1] 3-COORDINATED TRANSITION-METAL COMPOUNDS .1. PREPARATION AND CHARACTERIZATION OF TRIS(BISTRIMETHYLSILYLAMIDO)-DERIVATIVES OF SCANDIUM, TITANIUM, VANADIUM, CHROMIUM, AND IRON [J].

ALYEA, EC ;

BRADLEY, DC ;

COPPERTHWAITE, RG .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1972, (14) :1580-+

[2] THE COORDINATION CHEMISTRY OF THE AMIDINE LIGAND [J].

BARKER, J ;

KILNER, M .

COORDINATION CHEMISTRY REVIEWS, 1994, 133 :219-300

[3]

BELLER M, 2004, TRANSITION METALS OR, V2, P403

[4] LOW COORDINATION NUMBERS IN LANTHANIDE AND ACTINIDE COMPOUNDS .1. PREPARATION AND CHARACTERIZATION OF TRIS[BIS(TRIMETHYLSILYL)-AMIDO]LANTHANIDES [J].

BRADLEY, DC ;

GHOTRA, JS ;

HART, FA .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1973, (10) :1021-1027

[5]

Brunet J.J., 2001, CATALYTIC HETEROFUNC, P91

[6] ENANTIOMERICALLY PURE GUANIDINE-CATALYZED ASYMMETRIC NITROALDOL REACTION [J].

CHINCHILLA, R ;

NAJERA, C ;

SANCHEZAGULLO, P .

TETRAHEDRON-ASYMMETRY, 1994, 5 (07) :1393-1402

[7] ORGANOLANTHANIDE-CATALYZED HYDROAMINATION - A KINETIC, MECHANISTIC, AND DIASTEREOSELECTIVITY STUDY OF THE CYCLIZATION OF N-UNPROTECTED AMINO OLEFINS [J].

GAGNE, MR ;

STERN, CL ;

MARKS, TJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (01) :275-294

[8] 3,3′-bis(trisarylsilyl)-substituted binaphtholate rare earth metal catalysts for asymmetric hydroamination [J].

Gribkov, DV ;

Hultzsch, KC ;

Hampel, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (11) :3748-3759

[9] Synthesis and characterization of alkyllanthanum biphenolate complexes as catalysts for hydroamination/cyclization and hydrosilylation [J].

Gribkov, DV ;

Hampel, F ;

Hultzsch, KC .

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2004, (20) :4091-4101

[10] Kinetic resolution of chiral aminoalkenes via asymmetric hydroamination/cyclisation using binaphtholate yttrium complexes [J].

Gribkov, DV ;

Hultzsch, KC .

CHEMICAL COMMUNICATIONS, 2004, (06) :730-731

← 1 2 3 4 5 6 →