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

  • Jeon, Woo Hyung
  • Son, Jeong-Yu
  • Kim, Sun-Eung
  • Lee, Phil Ho
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26
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28

초록

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.

키워드

C-H activationpalladiumphosphaannulationphosphaisochromanonesphosphaisocoumarinsPALLADIUM(II)-CATALYZED ORTHO-ARYLATIONBENZYLIC PHOSPHONIC MONOESTERSBOND FORMATIONHYDROGEN PHOSPHATESORTHO-ALKENYLATIONORTHO-OLEFINATIONEFFICIENT ROUTEDIRECTING GROUPPHOSPHAISOCOUMARINSOXIDES
제목
Phosphaannulation of Aryl- and Benzylphosphonic Acids with Unactivated Alkenes via Palladium-Catalyzed C-H Activation/Oxidative Cyclization Reaction
저자
Jeon, Woo HyungSon, Jeong-YuKim, Sun-EungLee, Phil Ho
DOI
10.1002/adsc.201400793
발행일
2015-03-09
유형
Article
저널명
Journal für Praktische Chemie
357
4
페이지
811 ~ 817