Ruthenium-catalysed ortho vinylation of aromatic ketones with alkynes;: unexpected cyclopentaannulation

被引：51

作者：

Harris, PWR ^{[1
]}

Rickard, CEF ^{[1
]}

Woodgate, PD ^{[1
]}

机构：

[1] Univ Auckland, Dept Chem, Auckland, New Zealand

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1999年 / 589卷 / 02期

关键词：

ruthenium; aromatic ketones; alkynylsilane; ortho vinylation;

D O I：

10.1016/S0022-328X(99)00400-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Ruthenium-catalysed coupling of aromatic ketones with alkynylsilanes yielded in most cases ortho vinylation adducts in high yield. The predominant stereochemistry of the newly introduced double bond was E in all but a few cases. In contrast, 1-acetylnaphthalene underwent a one-pot insertion-cyclisation sequence yielding cyclopenta[a]naphthalene derivatives. A bis acetylene gave both mono and bis insertion products. (C) 1999 Elsevier Science S.A. All rights reserved.

引用

页码：168 / 179

页数：12