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Title: Ortho-allylation of 1-arylpyrazoles with allyl phenyl ether via iron-catalyzed C-H bond activation under mild conditions
Authors: Asako, Sobi
Norinder, Jakob
Llies, Laurean
Yoshikai, Naohiko
Nakamura, Eiichi
Keywords: DRNTU::Science::Chemistry
Issue Date: 2014
Source: Asako, S., Norinder, J., Ilies, L., Yoshikai, N., & Nakamura, E. (2014). ortho -Allylation of 1-Arylpyrazoles with Allyl Phenyl Ether via Iron-Catalyzed C-H Bond Activation under Mild Conditions . Advanced Synthesis & Catalysis, 356(7), 1481-1485.
Series/Report no.: Advanced synthesis & catalysis
Abstract: An iron salt and a bipyridine-type ligand catalyze the ortho-allylation of 1-arylpyrazoles and congeners with allyl phenyl ether under mild conditions (0 °C). The ligand, an organozinc base, and the nature of the allylating reagent are crucial for the success of this reaction. Under these conditions, a competitive phenylation reaction is largely retarded, and cross-coupling of the organozinc with the allyl electrophile is minimized. The reaction may proceed via iron-catalyzed ortho C[BOND]H activation to form a metallic intermediate, which then reacts with the allyl ether in a γ selective fashion.
ISSN: 1615-4150
Rights: © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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