Synthesis of substituted pyrroles from an alkyne, an imine and carbon monoxide via an organotitanium intermediate

被引:39
作者
Gao, Y [1 ]
Shirai, M [1 ]
Sato, F [1 ]
机构
[1] TOKYO INST TECHNOL,DEPT BIOMOL ENGN,MIDORI KU,YOKOHAMA,KANAGAWA 226,JAPAN
关键词
D O I
10.1016/0040-4039(96)01778-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Azatitanacyclopentene complexes 2 react with carbon monoxide under atmospheric pressure to afford pyrroles in good to excellent yields, thus providing a convenient and general method for synthesis of substituted pyrroles from an alkyne, an imine and carbon monoxide. Copyright (C) 1996 Elsevier Science Ltd.
引用
收藏
页码:7787 / 7790
页数:4
相关论文
共 9 条
[1]  
[Anonymous], 1984, COMPREHENSIVE HETERO
[2]   SYNTHESIS OF SUBSTITUTED PYRROLES VIA ZIRCONOCENE COMPLEXES OF IMINES [J].
BUCHWALD, SL ;
WANNAMAKER, MW ;
WATSON, BT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (02) :776-777
[3]   Direct synthesis of fused, bicyclic gamma-butyrolactones via tandem reductive cyclization-carbonylation of tethered enals and enones [J].
Crowe, WE ;
Vu, AT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (06) :1557-1558
[4]  
GAO Y, 1995, TETRAHEDRON LETT, V36, P5913, DOI 10.1016/00404-0399(50)1140D-
[5]  
GAO Y, 1996, J CHEM SOC CHEM COMM, P533
[6]   GENERATION AND REACTIONS OF LOW-VALENT TITANIUM ALKOXIDE-ACETYLENE COMPLEXES - A PRACTICAL PREPARATION OF ALLYL ALCOHOLS [J].
HARADA, K ;
URABE, H ;
SATO, F .
TETRAHEDRON LETTERS, 1995, 36 (18) :3203-3206
[7]   Diastereoselective synthesis of gamma-butyrolactones from enones mediated or catalyzed by a titanocene complex [J].
Kablaoui, NM ;
Hicks, FA ;
Buchwald, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (24) :5818-5819
[8]   Intramolecular nucleophilic acyl substitution reactions mediated by XTi(O-i-Pr)(3) (X=Cl, O-i-Pr)/2i-PrMgBr reagent. Efficient synthesis of functionalized organotitanium compounds from unsaturated compounds [J].
Okamoto, S ;
Kasatkin, A ;
Zubaidha, PK ;
Sato, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (09) :2208-2216
[9]   SYNTHETIC APPLICATION OF TITANABICYCLES GENERATED FROM 1,6-DIENES OR 1,7-DIENES, ENYNES, AND DIYNES AND (ETA(2)-PROPENE)TI(O-I-PR)(2) [J].
URABE, H ;
HATA, T ;
SATO, F .
TETRAHEDRON LETTERS, 1995, 36 (24) :4261-4264