Efficient Generation of Highly Functionalized Fused Oxazepine Frameworks Based on a CAN-Catalyzed Four-Component Tetrahydropyridine Synthesis/Ring-Closing Metathesis Sequence

被引：35

作者：

Sridharan, Vellaisamy ^{[1
]}

Maiti, Swarupananda ^{[1
]}

Carlos Menendez, J. ^{[1
]}

机构：

[1] Univ Complutense, Dept Quim Organ & Farmaceut, Fac Farm, E-28040 Madrid, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 24期

关键词：

CERIUM(IV) AMMONIUM-NITRATE; STEREOSELECTIVE-SYNTHESIS; 3-COMPONENT REACTION; ENYNE METATHESIS; POVAROV REACTION; VINYL ETHERS; DRUG DESIGN; PEPTIDOMIMETICS; 1,4-DIHYDROPYRIDINES; CONVENIENT;

D O I：

10.1021/jo9021309

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Allyl(propargyl)-6-allyl(propargyl)oxy-1,4,5,6-tetrahydropyridines, obtained through a CAN-catalyzed four-component reaction, were transformed into highly functionalized pyrido[2,1-b]-[1,3]oxazepines by ring-closing metathesis (RCM) and ring-closing enyne metathesis (RCEYM) processes, which constitute the first examples of the preparation of 1,3-oxazepine systems using metathesis reactions.

引用

页码：9365 / 9371

页数：7

共 38 条

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SYNLETT, 2007, (06) :881-884

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CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (18) :4565-4572

[37] Cerium(IV) Ammonium Nitrate Is an Excellent, General Catalyst for the Friedlander and Friedlander-Borsche Quinoline Syntheses: Very Efficient Access to the Antitumor Alkaloid Luotonin A [J].

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JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (15) :5715-5718

[38] Convenient, two-step synthesis of 2-styrylquinolines: an application of the CAN-catalyzed vinylogous type-II Povarov reaction [J].

Sridharan, Vellaisamy ;

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TETRAHEDRON, 2009, 65 (10) :2087-2096

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