High yield total syntheses of XH-14 derivatives using Sonogashira coupling reaction

被引：19

作者：

Bang, Hyun Bae

Han, Su Young

Choi, Da Hye

Hwang, Jung Woon

Jun, Jong-Gab ^{[1
]}

机构：

[1] Hallym Univ, Dept Chem, Chunchon 200702, South Korea

来源：

ARKIVOC | 2009年

关键词：

XH-14; benzo[b]furan; Colvin rearrangement; Sonogashira coupling; iodocyclization; ADENOSINE-A1-RECEPTOR LIGAND; STRUCTURE ELUCIDATION; ADENOSINE RECEPTORS; BENZOFURAN;

D O I：

10.3998/ark.5550190.0010.212

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A high yielding synthetic route to XH-14 derivatives is described using a Sonogashira reaction as a key step. Introduction of iodine into the structure and optimization of the synthetic sequence were essential for the successful syntheses of XH-14 derivatives. The nine-step reaction sequence gave 2 and 3 in 30% and 55% overall yields, respectively.

引用

页码：112 / 125

页数：14

共 8 条

[1] Facile Total Synthesis of Benzo[b]furan Natural Product XH-14
Bang, Hyun Bae
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SYNTHETIC COMMUNICATIONS, 2009, 39 (03) : 506 - 515
[2] Palladium Catalyzed Synthesis of Phenylquinoxaline-Alkyne Derivatives via Sonogashira Cross Coupling Reaction
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[7] Using Calcium Carbide as an Acetylene Source for Cascade Synthesis of Pyrrolo[2,3-b]quinoxalines via Copper-Free Sonogashira Coupling Reaction
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[8] New synthesis of benzo[b]furan and indole derivatives from 1,1-dibromo-1-alkenes using a tandem Pd-assisted cyclization-coupling reaction
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