Iridium-Catalyzed Enantioselective Intramolecular Hydroarylation of Allylic Aryl Ethers Devoid of a Directing Group on the Aryl Group

2021 ◽  
Author(s):  
Toshimichi Ohmura ◽  
Satoshi Kusaka ◽  
Michinori Suginome
Keyword(s):  
Aryl Group ◽  
Directing Group ◽  
Allylic Aryl Ethers ◽  
Aryl Ethers

Although intramolecular hydroarylation is an attractive transformation of allylic aryl ethers, it has suffered from narrow substrate scope. We herein describe Ir/(S)-DTBM-SEGPHOS-catalyzed intramolecular hydroarylation of allylic aryl ethers. The reaction...

Synthesis of Allylic Aryl Ethers via Palladium(0)-Catalyzed Arylation of Allylic Carbonates

Synlett ◽  
1992 ◽  
Vol 1992 (09) ◽  
pp. 725-727 ◽  
Author(s):  
Catherine Goux ◽  
Paul Lhoste ◽  
Denis Sinou
Keyword(s):  
Allylic Aryl Ethers ◽  
Aryl Ethers

Stereoconvergent Synthesis of Chiral Allylboronates from anE/ZMixture of Allylic Aryl Ethers Using a 6-NHC−Cu(I) Catalyst

2011 ◽  
Vol 133 (8) ◽  
pp. 2410-2413 ◽  
Author(s):  
Jin Kyoon Park ◽  
Hershel H. Lackey ◽  
Brian A. Ondrusek ◽  
D. Tyler McQuade
Keyword(s):  
Allylic Aryl Ethers ◽  
Aryl Ethers

scholarly journals Pd-Catalyzed Enantio- and Regioselective Formation of Allylic Aryl Ethers

2017 ◽  
Vol 19 (23) ◽  
pp. 6388-6391 ◽  
Author(s):  
Jianing Xie ◽  
Wusheng Guo ◽  
Aijie Cai ◽  
Eduardo C. Escudero-Adán ◽  
Arjan W. Kleij
Keyword(s):  
Allylic Aryl Ethers ◽  
Aryl Ethers

scholarly journals Cross-Coupling Reaction of Allylic Ethers with Aryl Grignard Reagents Catalyzed by a Nickel Pincer Complex

Molecules ◽  
2019 ◽  
Vol 24 (12) ◽  
pp. 2296 ◽  
Author(s):  
Toru Hashimoto ◽  
Kei Funatsu ◽  
Atsufumi Ohtani ◽  
Erika Asano ◽  
Yoshitaka Yamaguchi
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Grignard Reagents ◽  
High Yield ◽  
Pincer Complex ◽  
Cross Coupling Reaction ◽  
Allylic Aryl Ethers ◽  
Aryl Ethers ◽  
Type Nickel ◽  
Allylic Ethers

A cross-coupling reaction of allylic aryl ethers with arylmagnesium reagents was investigated using β-aminoketonato- and β-diketiminato-based pincer-type nickel(II) complexes as catalysts. An β-aminoketonato nickel(II) complex bearing a diphenylphosphino group as a third donor effectively catalyzed the reaction to afford the target cross-coupled products, allylbenzene derivatives, in high yield. The regioselective reaction of a variety of substituted cinnamyl ethers proceeded to give the corresponding linear products. In contrast, α- and γ-alkyl substituted allylic ethers afforded a mixture of the linear and branched products. These results indicated that the coupling reaction proceeded via a π-allyl nickel intermediate.

ChemInform Abstract: Stereoconvergent Synthesis of Chiral Allylboronates from an E/Z Mixture of Allylic Aryl Ethers Using a 6-NHC-Cu(II) Catalyst.

ChemInform ◽  
2011 ◽  
Vol 42 (28) ◽  
pp. no-no
Author(s):  
Jin Kyoon Park ◽  
Hershel H. Lackey ◽  
Brian A. Ondrusek ◽  
D. Tyler McQuade
Keyword(s):  
Allylic Aryl Ethers ◽  
Aryl Ethers

Catalytic Asymmetric Synthesis of Allylic Aryl Ethers

2007 ◽  
Vol 9 (5) ◽  
pp. 911-913 ◽  
Author(s):  
Stefan F. Kirsch ◽  
Larry E. Overman ◽  
Nicole S. White
Keyword(s):  
Asymmetric Synthesis ◽  
Catalytic Asymmetric Synthesis ◽  
Catalytic Asymmetric ◽  
Allylic Aryl Ethers ◽  
Aryl Ethers

scholarly journals Ortho-Directed Palladium-Catalyzed Direct C–H Functionalization of 3-Picolinyl- and 3-(2-Cyanoethyl)pyrimidin-4(3H)-ones with Aryl Halides

Synlett ◽  
2020 ◽  
Vol 31 (12) ◽  
pp. 1185-1190 ◽  
Author(s):  
Christine Baudequin ◽  
Laurent Bischoff ◽  
Christophe Hoarau ◽  
Sandra Collado Ruiz ◽  
Mickaël Muselli ◽  
...  
Keyword(s):  
Methoxy Group ◽  
Aryl Halides ◽  
Aryl Group ◽  
Palladium Catalyzed ◽  
Directing Group

The ortho-directed palladium-catalyzed direct C–H arylation of 3-picolinylpyrimidin-4-one was achieved by using various aryl halides. The method was extended to C–H arylation of pyrimidin-4-ones containing a methoxy group and an aryl group at the C5 site. The 2-cyanoethyl substituent was also evaluated as an ortho-directing group. The method gives access to novel N-substituted 2-aryl or 2,5-diaryl pyrimidin-4-ones. A standard three-step deprotection sequence for the picolinyl group was also studied.

scholarly journals Catalytic Asymmetric Synthesis of Allylic Aryl Ethers.

ChemInform ◽  
2007 ◽  
Vol 38 (29) ◽  
Author(s):  
Stefan F. Kirsch ◽  
Larry E. Overman ◽  
Nicole S. White
Keyword(s):  
Asymmetric Synthesis ◽  
Catalytic Asymmetric Synthesis ◽  
Catalytic Asymmetric ◽  
Allylic Aryl Ethers ◽  
Aryl Ethers
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