Synthesis of dibenzofuran-1,4-diones using the Dotz benzannulation

被引：22

作者：

Anderson, JC ^{[1
]}

Denton, RM ^{[1
]}

Hickin, HG ^{[1
]}

Wilson, C ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

来源：

TETRAHEDRON | 2004年 / 60卷 / 10期

基金：

英国工程与自然科学研究理事会;

关键词：

dibenzofuran-1,4-diones; chromium carbenes; Dotz benzannulation; alkynyl boronates; popolohuanone E;

D O I：

10.1016/j.tet.2004.01.021

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chromium Fischer carbene complexes of benzofuran and benzothiophene have been prepared and can be used in Dotz benzannulations with alkynes for the regioselective and converg ent synthesis of dibenzofuran-1,4-dione heterocycles. The use of alkynylboronates led to model systems of the tricyclic ring system of popolohuanone E after oxidation. It would appear that the combination of alkynyl boronates with furan type Fischer carbene complexes leads to substantial amounts (similar to50%) of protodeboronated products. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：2327 / 2335

页数：9