The Heck Reaction of Protected Hydroxychromones: on route to Natural Products

被引：12

作者：

Vasas, Attila ^{[1
]}

Patonay, Tamas ^{[1
]}

Konya, Krisztina ^{[1
]}

Silva, Artur M. S. ^{[2
,3
]}

Cavaleiro, Jose A. S. ^{[2
,3
]}

机构：

[1] Univ Debrecen, Dept Organ Chem, H-4032 Debrecen, Hungary

[2] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal

[3] Univ Aveiro, QOPNA, P-3810193 Aveiro, Portugal

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 2011年 / 64卷 / 05期

基金：

匈牙利科学研究基金会;

关键词：

VASCULAR SMOOTH-MUSCLE; EFFICIENT SYNTHESIS; FLAVONOIDS; CHROMONES; VISNAGIN; OXYPALLADATION; HETEROCYCLES; BROMINATION; INHIBITION; CHLORIDES;

D O I：

10.1071/CH10296

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Heck reaction has been successfully extended to the bromochromones with an adjacent protected phenolic hydroxy group which offers a new methodology to various naturally occurring derivatives including tricyclic O-heterocycles. Phosphine-free coupling conditions are found to be effective. Surprisingly, the methoxymethyl protecting group is unstable in several cases but benzyl proved to be an ideal protecting group which could be selectively cleaved by boron trihalides in good yields.

引用

页码：647 / 657

页数：11

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