Intramolecular cyclization using palladium-catalyzed arylation toward formyl and nitro groups

Intramolecular cyclization using palladium-catalyzed arylation toward formyl and nitro groups
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DOI:
10.1016/s0040-4039(99)00185-9
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发表时间:
1999-03-19
影响因子:
1.8
通讯作者:
Nakai, H
Nakai, H
中科院分区:
化学4区
文献类型:
--
作者:
Muratake, H;Nakai, H

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采用PdCl_2(Ph_3P)(2)-Cs_2CO_3催化剂体系,对适当设计的带有甲酰基或硝基封端基团的底物进行分子内芳基化反应,生成各种碳环化合物。朝向甲酰基的芳基化发生在α-位(α-芳基化)或羰基碳(羰基-芳基化),这取决于底物的结构和反应溶剂。cl-芳基化的仲硝基部分转化为酮,而叔硝基部分消除为苯乙烯型烯烃。(C)1999爱思唯尔科技有限公司。保留所有权利。
Intramolecular arylation of properly designed substrates bearing a formyl or nitro terminating group was achieved employing a PdCl2(Ph3P)(2)-Cs2CO3 catalyst system to form various carbocyclic compounds. Arylation toward the formyl group occurred at the a-position (alpha-arylation) or at the carbonyl carbon (carbonyl-arylation) depending on the structure of the substrates and on the reaction solvent. The cl-arylated secondary nitro group was partially transformed to ketone, whereas the tertiary nitro group was partially eliminated to a styrene type of olefin. (C) 1999 Elsevier Science Ltd. All rights reserved.