New advances in selected transition metal-catalyzed annulations

被引:145
作者
Rubin, M [1 ]
Sromek, AW [1 ]
Gevorgyan, V [1 ]
机构
[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA
关键词
transition metal catalysis; benzarmulation; cycloisomerization; cascade reactions; fused heteroaromatics;
D O I
10.1055/s-2003-43334
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This account describes the recent advances on the Pd-catalyzed [4+2]-benzannulation reaction, development of chemo-and regiospecific formal [2+2+2]-cyclotrimerization of alkynes, as well as discovery and evolution of the transition metal-catalyzed cycloisomerization of alkynyl ketones and imines into five-membered heteroaromatics.
引用
收藏
页码:2265 / 2291
页数:27
相关论文
共 108 条
[1]   REGIOSELECTIVE HOMOMERIZATION AND CODIMERIZATION OF 1-ALKYNES LEADING TO 2,4-DISUBSTITUTED 1-BUTEN-3-YNES BY CATALYSIS OF A (ETA-5-C5ME5)2TICL2/RMGX SYSTEM [J].
AKITA, M ;
YASUDA, H ;
NAKAMURA, A .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1984, 57 (02) :480-487
[2]  
[Anonymous], UNPUB
[3]   Cobalt-mediated cyclotrimerization and cycloisomerization reactions. Synthetic applications [J].
Aubert, C ;
Buisine, O ;
Petit, M ;
Slowinski, F ;
Malacria, M .
PURE AND APPLIED CHEMISTRY, 1999, 71 (08) :1463-1470
[4]   Total syntheses of ningalin A, lamellarin O, lukianol A, and permethyl storniamide A utilizing heterocyclic azadiene Diels-Alder reactions [J].
Boger, DL ;
Boyce, CW ;
Labroli, MA ;
Sehon, CA ;
Jin, Q .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (01) :54-62
[5]  
BRAEKMAN JC, 1987, Z NATURFORSCH C, V42, P627
[6]   Synthesis of 2,3-dihydropyridines, cyclobutanopyrrolines and quinolines from lithiated allenes and isothiocyanates [J].
Brandsma, L ;
Nedolya, NA ;
Verkruijsse, HD ;
Owen, NL ;
Li, D ;
Trofimov, BA .
TETRAHEDRON LETTERS, 1997, 38 (39) :6905-6908
[7]  
Brandsma L., 1997, Chem. Heterocycl. Compd, V33, P493, DOI [10.1007/BF02321400, DOI 10.1007/BF02321400]
[8]   Metal vinylidenes in catalysis [J].
Bruneau, C ;
Dixneuf, PH .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (04) :311-323
[9]   En route to archimedene:: Total synthesis of C3h-symmetric [7]phenylene [J].
Bruns, D ;
Miura, H ;
Vollhardt, KPC ;
Stanger, A .
ORGANIC LETTERS, 2003, 5 (04) :549-552
[10]  
CHALK AJ, 1972, TETRAHEDRON LETT, P3487