Phosphaannulation of Aryl- and Benzylphosphonic Acids with Unactivated Alkenes via Palladium-Catalyzed C-H Activation/Oxidative Cyclization Reaction

被引:26
|
作者
Jeon, Woo Hyung [1 ]
Son, Jeong-Yu [1 ]
Kim, Sun-Eung [1 ]
Lee, Phil Ho [1 ]
机构
[1] Kangwon Natl Univ, Dept Chem, Chucheon 200701, South Korea
基金
新加坡国家研究基金会;
关键词
C-H activation; palladium; phosphaannulation; phosphaisochromanones; phosphaisocoumarins; PALLADIUM(II)-CATALYZED ORTHO-ARYLATION; BENZYLIC PHOSPHONIC MONOESTERS; BOND FORMATION; HYDROGEN PHOSPHATES; ORTHO-ALKENYLATION; ORTHO-OLEFINATION; EFFICIENT ROUTE; DIRECTING GROUP; PHOSPHAISOCOUMARINS; OXIDES;
D O I
10.1002/adsc.201400793
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient phosphaannulation via palladium( II)-catalyzed C-H activation/oxidative cyclization by the 6-endo mode is reported for the synthesis of 3-substituted phosphaisocoumarins from the reaction of arylphosphonic acids with unactivated alkenes under aerobic conditions. Also, alpha,alpha-disubstituted benzylphosphonic acids were phosphaannulated with unactivated alkenes, producing phosphaisochromanones having (Z)-alkylidenyl groups via anti-phosphoryloxypalladation by the 6-exo mode.
引用
收藏
页码:811 / 817
页数:7
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