Platinum-Catalyzed Tandem Cycloisomerization Reaction of Benzoendiynyl Esters: Regioselective Long-Range 1,5-Acyl Migration

被引：22

作者：

Chen, Zhiyuan ^{[1
]}

Jia, Xuegong

Huang, Jiapian

Yuan, Jianjun

机构：

[1] Jiangxi Normal Univ, Key Lab Funct Small Organ Mol, Minist Educ, Nanchang 330022, Jiangxi, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 21期

基金：

中国国家自然科学基金;

关键词：

CARBON-MONOXIDE; GOLD; CYCLIZATION; ACTIVATION; PALLADIUM; 1,6-ENYNES; EFFICIENT; ACCESS; REARRANGEMENT; CYCLOADDITION;

D O I：

10.1021/jo5020245

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Pt-II-catalyzed intramolecular chemo- and regioselective pentannulation/long-range 1,5-acyl migration reaction is described. This cascade cycloisomerization protocol produces a wide variety of benzofulvene diketones in good to excellent yields with exclusively the Z configuration of the exocyclic double bond of the final product. The O-18 isotope experiment together with C-13 NMR, HRMS, and HMBC analyses confirmed an interesting long-range acyl rearrangement process in this transformation.

引用

页码：10674 / 10681

页数：8

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