Application of the BHQ benzannulation reaction to the synthesis of benzo-fused coumarins

被引：11

作者：

Bull, James A.

Lujan, Cristina

Hutchings, Michael G. ^{[1
]}

Quayle, Peter ^{[1
]}

机构：

[1] Univ Manchester, Sch Chem, DyStar UK Ltd, Manchester M13 9PL, Lancs, England

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 26期

关键词：

ATRC; Kharasch; Cyclisation; Radical; Copper; Carbene; Benzannulation; Lactone; CATALYST ECONOMY; METATHESIS CATALYSTS; COMPLEXES; ATRC; REARRANGEMENT;

D O I：

10.1016/j.tetlet.2009.03.077

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

A new approach to the synthesis of the 6H-benzo[d]naphthal[,2-b]pyran-6-one ring system present in the gilvocarcin family of antibiotics is described. The key feature of this approach is the application of a new benzannulation strategy (the 'BHQ Reaction') whereby readily available ortho-allylaryl trichloroacetates are transformed into naphthalene derivatives via a cascade of reactions involving an initial ATRC reaction followed by the extrusion of CO2. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：3617 / 3620

页数：4

共 29 条

[1]

BULL JA, 2008, THESIS U MANCHESTER

[2]

New reactivity patterns of copper(I) and other transition metal NHC complexes:: application to ATRC and related reactions [J].