Effects of Silver Carbonate and p-Nitrobenzoic Acid for Accelerating Palladium-Catalyzed Allylic C-H Acyloxylation

Aymen Skhiri, Haruki Nagae, Hayato Tsurugi*, Masahiko Seki* and Kazushi Mashima*

*Department of Chemistry, Osaka University, Toyonaka, Osaka; Tokuyama Corporation, Tsukuba, Ibaraki, Japan, Email: tsurugichem.es.osaka-u.ac.jp, ma-sekitokuyama.co.jp, mashimachem.es.osaka-u.ac.jp

A. Skhiri, H. Nagae, H. Tsurugi, M. Seki, K. Mashima, Org. Lett., 2021, 23, 7044-7048.

DOI: 10.1021/acs.orglett.1c02406

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Abstract

The combination of a bidentate-sulfoxide-ligated palladium complex combined and Ag₂CO₃ catalyzes an allylic C-H acyloxylation of terminal alkenes with 4-nitrobenzoic acid in the presence of 1,4-benzoquinone under mild reaction conditions. Ag₂CO₃ as an additive and 4-nitrobenzoic acid as a carboxylate source were essential to exhibiting high catalytic activity and regioselectivity.

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Key Words

allylic alcohols, BQ

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ID: J54-Y2021