The Ru3(CO)12-catalyzed intermolecular [2+2+1] cyclocoupling of imines, alkenes or alkynes, and carbon monoxide:: A new synthesis of functionalized γ-lactams

被引：0

作者：

Chatani, N ^{[1
]}

Tobisu, M ^{[1
]}

Asaumi, T ^{[1
]}

Murai, S ^{[1
]}

机构：

[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

SYNTHESIS-STUTTGART | 2000年 / 07期

关键词：

ruthenium carbonyl; 2+2+1] cyclocoupling; cycloaddition; imines; carbon monoxide;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of imines which contain N-heterocycles or an ester group with alkenes or alkynes and carbon monoxide in the presence of a catalytic amount of a ruthenium carbonyl results in [2+2+1] cyclocoupling to give gamma-butyrolactams in good yields.

引用

收藏

页码：925 / 928

页数：4

相关论文

共 13 条

[1] DODECACARBONYLTRIRUTHENIUM, RU3(CO)12 [J].

BRUCE, MI ;

JENSEN, CM ;

JONES, NL ;

SUSSFINK, G ;

HERRMANN, G ;

DASE, V .

INORGANIC SYNTHESES, 1989, 26 :259-263

[2] Ru3(CO)12-catalyzed cyclocarbonylation of yne-aldehydes to bicyclic α,β-unsaturated γ-butyrolactones [J].

Chatani, N ;

Morimoto, T ;

Fukumoto, Y ;

Murai, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (21) :5335-5336

[3] Ruthenium carbonyl-catalyzed [2+2+1]-cycloaddition of ketones, olefins, and carbon monoxide, leading to functionalized γ-butyrolactones [J].

Chatani, N ;

Tobisu, M ;

Asaumi, T ;

Fukumoto, Y ;

Murai, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (30) :7160-7161

[4] Ru3(CO)12-catalyzed reaction of yne-imines with carbon monoxide leading to bicyclic α,β-unsaturated lactams [J].

Chatani, N ;

Morimoto, T ;

Kamitani, A ;

Fukumoto, Y ;

Murai, S .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 579 (1-2) :177-181

[5]

Chung YK, 1999, COORDIN CHEM REV, V188, P297

[6] 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

[7] 1,3-dipolar cycloaddition to the Fe-N=C fragment .17. Diastereoselectivity with C-2- and non-C-2-symmetric chirally N-substituted alpha-diimine ligands, R*-N=C(H)-C(R')=N-R* and C5H4N-2-C(R')=N-R*, with dimethyl acetylenedicarboxylate (DMAD) and methyl propiolate (MP). Decomplexation of the pyrrolinone ligand of Fe(CO)(3)(pyrrolinone) complexes [J].

Feiken, N ;

Schreuder, P ;

Siebenlist, R ;

Fruhauf, HW ;

Vrieze, K ;

Kooijman, H ;

Veldman, N ;

Spek, AL ;

Fraanje, J ;

Goubitz, K .

ORGANOMETALLICS, 1996, 15 (08) :2148-2169

[8] RECENT DEVELOPMENTS IN 2-PYRROLIDINONE-CONTAINING NOOTROPICS [J].

GAMZU, ER ;

HOOVER, TM ;

GRACON, SI ;

NINTEMAN, MV .

DRUG DEVELOPMENT RESEARCH, 1989, 18 (03) :177-189

[9] Titanocene-catalyzed cyclocarbonylation of o-allyl aryl ketones to gamma-butyrolactones [J].

Kablaoui, NM ;

Hicks, FA ;

Buchwald, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (19) :4424-4431

[10] Transition metal-mediated cycloaddition reactions [J].

Lautens, M ;

Klute, W ;

Tam, W .

CHEMICAL REVIEWS, 1996, 96 (01) :49-92