Premium
Palladium‐Catalyzed Intermolecular Controlled Insertion of Benzyne‐Benzyne‐Alkene and Benzyne‐Alkyne‐Alkene—Synthesis of Phenanthrene and Naphthalene Derivatives
Author(s) -
Yoshikawa Eiji,
Yamamoto Yoshinori
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(20000103)39:1<173::aid-anie173>3.0.co;2-f
Subject(s) - aryne , alkene , phenanthrene , chemistry , alkyne , palladium , catalysis , medicinal chemistry , naphthalene , intermolecular force , photochemistry , yield (engineering) , organic chemistry , molecule , materials science , metallurgy
Aryne reagents, unlike alkynes, undergo insertion by allyl palladium complexes . The verification of the conversion described here is shown using Equation (1) as an example. The reaction proceeds in a few hours in refluxing acetonitrile to give the phenanthrene derivative in up to 71 % yield.