Bismuth-catalyzed intramolecular hydro-oxycarbonylation of alkynes

被引：20

作者：

Komeyama, Kimihiro ^{[1
]}

Takahashi, Keita ^{[1
]}

Takaki, Ken ^{[1
]}

机构：

[1] Hiroshima Univ, Dept Chem & Chem Engn, Grad Sch Engn, Higashihiroshima 7398527, Japan

来源：

CHEMISTRY LETTERS | 2008年 / 37卷 / 06期

关键词：

D O I：

10.1246/cl.2008.602

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Bi(OTf)(3) was found to be a good catalyst for intramolecular addition of carboxylic acids to alkynes (hydro-oxycarbonylation), which afforded the corresponding 5- and 6-membered lactones in moderate to good yields under mild conditions.

引用

页码：602 / 603

页数：2

共 19 条

[1] Annonaceous acetogenins: Recent progress [J].

Alali, FQ ;

Liu, XX ;

McLaughlin, JL .

JOURNAL OF NATURAL PRODUCTS, 1999, 62 (03) :504-540

[2] Transition-metal-catalyzed addition of heteroatom-hydrogen bonds to alkynes [J].

Alonso, F ;

Beletskaya, IP ;

Yus, M .

CHEMICAL REVIEWS, 2004, 104 (06) :3079-3159

[3] Regioselective synthesis of natural and unnatural (Z)-3-(1-alkylidene)phthalides and 3-substituted isocoumarins starting from methyl 2-hydroxybenzoates [J].

Bellina, F ;

Ciucci, D ;

Vergamini, P ;

Rossi, R .

TETRAHEDRON, 2000, 56 (16) :2533-2545

[4] TRANSITION-METAL-CATALYZED CYCLIZATION OF ALKYNOIC ACIDS TO ALKYLIDENE LACTONES [J].

CHAN, DMT ;

MARDER, TB ;

MILSTEIN, D ;

TAYLOR, NJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (21) :6385-6388

[5]

Fleming I., 1976, FRONTIER ORBITALS OR

[6] Room temperature Au(I)-catalyzed exo-selective cycloisomerization of acetylenic acids:: An entry to functionalized γ-lactones [J].

Genin, E ;

Toullec, PY ;

Antoniotti, S ;

Brancour, C ;

Genêt, JP ;

Michelet, V .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (10) :3112-3113

[7] A mild access to γ- or δ-alkylidene lactones through gold catalysis [J].

Harkat, Hassina ;

Weibel, Jean-Marc ;

Pale, Patrick .

TETRAHEDRON LETTERS, 2006, 47 (35) :6273-6276

[8] Reactive indolyl complexes of group 9 metals [J].

Ho, Joanne Hui Hui ;

Black, David St Clair ;

Messerle, Barbara Ann ;

Clegg, Jack Kay ;

Turner, Peter .

ORGANOMETALLICS, 2006, 25 (24) :5800-5810

[9] Cationic iron-catalyzed addition of carboxylic acids to olefins [J].

Komeyama, Kimihiro ;

Mieno, Yasuhiro ;

Yukawa, Syotaro ;

Morimoto, Takayuki ;

Takaki, Ken .

CHEMISTRY LETTERS, 2007, 36 (06) :752-753

[10] Cationic iron-catalyzed intramolecular hydroalkoxylation of unactivated olefins [J].

Komeyama, Kimihiro ;

Morimoto, Takayuki ;

Nakayama, Yuushou ;

Takaki, Ken .

TETRAHEDRON LETTERS, 2007, 48 (18) :3259-3261

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