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Studies on Palladium‐Catalyzed Synthesis of Dihydrocycloocta‐ [ b ]indoles and their Thermal Reactivities with Maleimide or Maleic Anhydride
Author(s) -
Zhu Can,
Ma Shengming
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400644
Subject(s) - maleimide , chemistry , maleic anhydride , palladium , catalysis , cycloaddition , organic chemistry , carbon fibers , hydrogen , polymer chemistry , medicinal chemistry , polymer , copolymer , materials science , composite number , composite material
A palladium(0)‐catalyzed reaction of 2‐allyl‐3‐indolyl boronates/propargylic carbonates was observed to afford dihydrocycloocta[ b ]indoles highly efficiently via carbon‐carbon coupling, [1,5]‐hydrogen migration involving dearomatization, and electrocyclization involving rearomatization. Their thermal reactions with the addition of dienophiles involving eletrocyclization and [4+2] cycloaddition have been studied.