Regioselectivity in direct arylation of benzanilide possessing oxygen substituent in the benzoyl part using palladium without phosphine ligand

Takashi Harayama; Chie Nagura; Taeko Miyagoe; Yuko Kawata; Hitoshi Abe; Yasuo Takeuchi

doi:10.3987/COM-10-12040

Regioselectivity in direct arylation of benzanilide possessing oxygen substituent in the benzoyl part using palladium without phosphine ligand

Takashi Harayama, Chie Nagura, Taeko Miyagoe, Yuko Kawata, Hitoshi Abe, Yasuo Takeuchi

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

The direct arylation of benzanilide (1) possessing ether oxygen(s) in benzoyl part was examined under phosphine ligand-free conditions, which afforded ortho-product (2) and para-product (3) in very similar ratio to presence of P(o-Tol)₃ conditions. This results suggest that bulkiness of palladium under phosphine-free conditions would be comparable to that of P(o-Tol)₃ conditions.

Original language	English
Pages (from-to)	2609-2616
Number of pages	8
Journal	Heterocycles
Volume	81
Issue number	11
DOIs	https://doi.org/10.3987/COM-10-12040
Publication status	Published - Dec 1 2010

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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AU - Harayama, Takashi

AU - Nagura, Chie

AU - Miyagoe, Taeko

AU - Kawata, Yuko

AU - Abe, Hitoshi

AU - Takeuchi, Yasuo

PY - 2010/12/1

Y1 - 2010/12/1

N2 - The direct arylation of benzanilide (1) possessing ether oxygen(s) in benzoyl part was examined under phosphine ligand-free conditions, which afforded ortho-product (2) and para-product (3) in very similar ratio to presence of P(o-Tol)3 conditions. This results suggest that bulkiness of palladium under phosphine-free conditions would be comparable to that of P(o-Tol)3 conditions.

AB - The direct arylation of benzanilide (1) possessing ether oxygen(s) in benzoyl part was examined under phosphine ligand-free conditions, which afforded ortho-product (2) and para-product (3) in very similar ratio to presence of P(o-Tol)3 conditions. This results suggest that bulkiness of palladium under phosphine-free conditions would be comparable to that of P(o-Tol)3 conditions.

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Regioselectivity in direct arylation of benzanilide possessing oxygen substituent in the benzoyl part using palladium without phosphine ligand

Abstract

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