A flexible and catalytic one-pot procedure for the synthesis of indoles

被引:128
作者
Siebeneicher, H [1 ]
Bytschkov, I [1 ]
Doye, S [1 ]
机构
[1] Leibniz Univ Hannover, Inst Organ Chem, D-30167 Hannover, Germany
关键词
alkynes; homogeneous catalysis; hydroamination; palladium; titanium;
D O I
10.1002/anie.200351345
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
One pot, two bonds, three rings: A clever combination of a [Cp2TiMe2]-catalyzed hydroamination of alkynes with a Pd-catalyzed N-arylation of imines results in a new and general method for the synthesis of indoles. Impressively, two new C-N bonds are formed during the one-pot procedure (see scheme).
引用
收藏
页码:3042 / 3044
页数:3
相关论文
共 26 条
[1]  
Bytschkov I, 2003, EUR J ORG CHEM, V2003, P935
[2]  
BYTSCHKOV I, 2003, IN PRESS EUR J ORG C
[3]  
BYTSCHKOV I, 2002, THESIS U HANNOVER
[4]  
Bytschkov T, 2002, TETRAHEDRON LETT, V43, P3715
[5]   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
[6]   Synthesis of aromatic heterocycles [J].
Gilchrist, TL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (20) :2491-2515
[7]  
Haak E, 2002, EUR J ORG CHEM, V2002, P457
[8]  
Hartwig JF, 1998, ANGEW CHEM INT EDIT, V37, P2046, DOI 10.1002/(SICI)1521-3773(19980817)37:15<2046::AID-ANIE2046>3.0.CO
[9]  
2-L
[10]   Palladium-catalyzed amination of aryl halides: Mechanism and rational catalyst design [J].
Hartwig, JF .
SYNLETT, 1997, (04) :329-+