Indium triflate: a new catalyst for (4+2)-cycloaddition of chromone Schiff's bases

被引：44

作者：

Gadhwal, S ^{[1
]}

Sandhu, JS ^{[1
]}

机构：

[1] Reg Res Lab, Jorhat 785006, Assam, India

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 16期

关键词：

D O I：

10.1039/b000923g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3,4-Dihydro-2H-pyran reacts with a variety of chromone Schiff's bases 3 in the presence of indium and scandium triflates at ambient temperature and pressure to give the endo cycloadducts 4 regiospecifically in high yields.

引用

页码：2827 / 2829

页数：3

共 29 条

[1] Indium triflate - An efficient catalyst for hetero Diels-Alder reactions [J].

Ali, T ;

Chauhan, KK ;

Frost, CG .

TETRAHEDRON LETTERS, 1999, 40 (30) :5621-5624

[2] CYCLOPROPANATION OF ELECTRON-DEFICIENT ALKENES AND WIDEQVIST-TYPE SYNTHESIS OF CYCLOPROPANES MEDIATED BY INDIUM METAL [J].

ARAKI, S ;

BUTSUGAN, Y .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (17) :1286-1287

[3] APPLICATION OF INDIUM ATE COMPLEXES TO SYNTHETIC CHEMISTRY - SELECTIVE CONJUGATE ADDITION TO ENONES AND COUPLING WITH ALLYLIC HALIDES [J].

ARAKI, S ;

SHIMIZU, T ;

JIN, SJ ;

BUTSUGAN, Y .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (12) :824-825

[4] SELECTIVE ALKYLATION AND ALLYLATION OF ALLYLIC HALIDES BY TETRAORGANOINDATES - REGIOSELECTIVE AND STEREOSELECTIVE SYNTHESIS OF ROSEFURAN AND SESQUIROSEFURAN [J].

ARAKI, S ;

JIN, SJ ;

BUTSUGAN, Y .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (05) :549-552

[5] SYNTHESIS OF BETA-HYDROXY NITRILES VIA INDIUM-INDUCED COUPLING OF BROMOACETONITRILE WITH CARBONYL-COMPOUNDS [J].

ARAKI, S ;

YAMADA, M ;

BUTSUGAN, Y .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1994, 67 (04) :1126-1129

[6] Reaction of alpha-halo organoindium reagents with carbonyl compounds and electron-deficient alkenes [J].

Araki, S ;

Hirashita, T ;

Shimizu, K ;

Ikeda, T ;

Butsugan, Y .

TETRAHEDRON, 1996, 52 (08) :2803-2816

[7] STUDIES IN CHROMONE DERIVATIVES - CYCLO-ADDITION REACTIONS OF 4-OXO 4H-1-BENZOPYRAN-3-CARBOXALDEHYDE IMINES WITH BENZONITRILE OXIDE AND NITRILIMINE OF 4-OXO-4H-1-BENZOPYRAN-3-CARBOXALDEHYDE WITH ALKENES [J].

BARUAH, AK ;

PRAJAPATI, D ;

SANDHU, JS .

TETRAHEDRON, 1988, 44 (04) :1241-1246

[8] Cadmium promoted allylation of acid chlorides: Synthesis of beta,gamma-unsaturated ketones [J].

Baruah, B ;

Boruah, A ;

Prajapati, D ;

Sandhu, JS .

TETRAHEDRON LETTERS, 1996, 37 (50) :9087-9088

[9] BiCl3 or CdI2 catalyzed Michael addition of 1,3-dicarbonyl compounds under microwave irradiations [J].

Baruah, B ;

Boruah, A ;

Prajapati, D ;

Sandhu, JS .

TETRAHEDRON LETTERS, 1997, 38 (08) :1449-1450

[10] Microwave-induced 1,3-dipolar cycloaddition of 2-aroyl-aziridines [J].

Boruah, A ;

Baruah, B ;

Prajapati, D ;

Sandhu, JS ;

Ghosh, AC .

TETRAHEDRON LETTERS, 1996, 37 (24) :4203-4204

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