Palladium(0)-Catalyzed Intramolecular Heck Reaction: A Resourceful Route for the Synthesis of Naphthoxepine and Naphthoxocine Derivatives

被引：19

作者：

Majumdar, K. C. ^{[1
]}

Ansary, Inul ^{[1
]}

Sinha, Biswajit ^{[1
]}

Chattopadhyay, Buddhadeb ^{[1
]}

机构：

[1] Univ Kalyani, Dept Chem, Kalyani 741235, W Bengal, India

来源：

SYNTHESIS-STUTTGART | 2009年 / 21期

关键词：

Wittig olefination; oxepines; oxocines; Heck cyclization; palladium catalysis; RING-CLOSING METATHESIS; OLEFIN METATHESIS; WITTIG OLEFINATION; RADICAL CYCLIZATION; OXA-HETEROCYCLES; BENZYL IODIDE; EXCHANGE; ANALOGS; CLOSURE;

D O I：

10.1055/s-0029-1216984

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

The synthesis of oxocines and oxepines is difficult. Two efficient protocols have been developed for the construction of naphthoxepine and naphthoxocine derivatives by sequential Wittig olefination and intramolecular Heck reaction.

引用

页码：3593 / 3602

页数：10

共 53 条

[1]

Armstrong SK, 1998, J CHEM SOC PERK T 1, P371

[2]

Synthesis of medium ring heterocycles using an intramolecular Heck reaction [J].

Arnold, LA ;

Luo, WC ;

Guy, RK .

ORGANIC LETTERS, 2004, 6 (17) :3005-3007

[3]

The heck reaction as a sharpening stone of palladium catalysis [J].

Beletskaya, IP ;

Cheprakov, AV .

CHEMICAL REVIEWS, 2000, 100 (08) :3009-3066

[4]

Olefin metathesis - recent applications in synthesis [J].

Blechert, S .

PURE AND APPLIED CHEMISTRY, 1999, 71 (08) :1393-1399

[5]

Synthesis of oxygen- and nitrogen-containing heterocycles by ring-closing metathesis [J].

Deiters, A ;

Martin, SF .

CHEMICAL REVIEWS, 2004, 104 (05) :2199-2238

[6]

Devon T.K., 1972, HDB NATURALLY OCCURR, VII.

[7]

Eliel E. L., 1994, STEREOCHEMISTRY ORGA

[8]

Elks J., 1990, DICT DRUGS, P984

[9]

MEDIUM RING NITROGEN-HETEROCYCLES [J].

EVANS, PA ;

HOLMES, AB .

TETRAHEDRON, 1991, 47 (44) :9131-9166

[10]

Faulkner D., 1989, J. Nat. Prod, V5, P613

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