Synthesis of dihydrofurocoumarins via palladium-catalyzed annulation of 1,3-dienes by o-iodoacetoxycoumarins

被引：35

作者：

Rozhkov, RV ^{[1
]}

Larock, RC ^{[1
]}

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50010 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 06期

关键词：

D O I：

10.1021/ol027342p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Graphics A variety of biologically interesting dihydrofurocoumarins have been synthesized in high yields by the palladium-catalyzed annulation of 1,3-dienes by o-iodoacetoxycoumarins. This reaction is very general and regioselective, and a wide variety of terminal, cyclic, and internal 1,3-dienes can be utilized.

引用

页码：797 / 800

页数：4

共 17 条

[1] GEORGIEVSKII VP, 1986, CHEM ABSTR 144967, V104
[2] GEORGIEVSKII VP, 1995, KHIM PIR SOEDIN, V6, P770
[3] GREENE TW, 1981, PROTECTIVE GROUPS OR, P308
[4] Novel cytotoxic 4-phenylfuranocoumarins from Calophyllum dispar
Guilet, D
Hélesbeux, JJ
Séraphin, D
Sévenet, T
Richomme, P
Bruneton, J
[J]. JOURNAL OF NATURAL PRODUCTS, 2001, 64 (05): : 563 - 568
[5] Coumarins isolated from Angelica gigas inhibit acetylcholinesterase:: Structure-activity relationships
Kang, SY
Lee, KY
Sung, SH
Park, MJ
Kim, YC
[J]. JOURNAL OF NATURAL PRODUCTS, 2001, 64 (05): : 683 - 685
[6] Palladium-catalyzed coupling of two alkynes and an alkenyl iodide: Formation of pentasubstituted fulvenes
Kotora, M
Matsumura, H
Gao, GH
Takahashi, T
[J]. ORGANIC LETTERS, 2001, 3 (22) : 3467 - 3470
[7] Larock R. C, 1999, PERSPECTIVES ORGANOP, P111
[8] Palladium-catalyzed annulation
Larock, RC
[J]. PURE AND APPLIED CHEMISTRY, 1999, 71 (08) : 1435 - 1442
[9] PALLADIUM-CATALYZED HETEROANNULATION OF 1,3-DIENES BY FUNCTIONALLY SUBSTITUTED ARYL HALIDES
LAROCK, RC
BERRIOSPENA, N
NARAYANAN, K
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) : 3447 - 3450
[10] Palladium-catalyzed annulation
Larock, RC
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) : 111 - 124

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