A Reductive Benzylation for Benzenes Using Aroyl Chlorides and Triethylsilane Catalyzed by Aluminosilicate-Stabilized Silyl Cations on Montmorillonite

Yoshiki Tanaka; Shintaro Shibata; Kimiko Hashimoto; Yoichi Masui; Makoto Onaka

doi:10.1055/a-1928-7308

Synlett, Inhaltsverzeichnis

Synlett 2022; 33(20): 2026-2032
DOI: 10.1055/a-1928-7308

letter

A Reductive Benzylation for Benzenes Using Aroyl Chlorides and Triethylsilane Catalyzed by Aluminosilicate-Stabilized Silyl Cations on Montmorillonite

Yoshiki Tanaka

^aDepartment of Chemistry for Life Sciences and Agriculture, Faculty of Life Sciences, Tokyo University of Agriculture, 1-1-1 Sakuragaoka, Setagaya, Tokyo 156-8502, Japan

,

Shintaro Shibata

^bGraduate School of Arts and Sciences, The University of Tokyo, 8-3-1 Komaba, Meguro, Tokyo 153-8902, Japan

,

Kimiko Hashimoto

^aDepartment of Chemistry for Life Sciences and Agriculture, Faculty of Life Sciences, Tokyo University of Agriculture, 1-1-1 Sakuragaoka, Setagaya, Tokyo 156-8502, Japan

,

Yoichi Masui

^bGraduate School of Arts and Sciences, The University of Tokyo, 8-3-1 Komaba, Meguro, Tokyo 153-8902, Japan

,

Makoto Onaka ∗

^aDepartment of Chemistry for Life Sciences and Agriculture, Faculty of Life Sciences, Tokyo University of Agriculture, 1-1-1 Sakuragaoka, Setagaya, Tokyo 156-8502, Japan

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Abstract

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Abstract

We discovered that the aluminosilicate-stabilized silyl cations, which were created from a solid-acid catalyst, the proton-exchanged montmorillonite, and Et₃SiH, efficiently promoted the reductive benzylation of benzenes with aromatic carboxylic acid chlorides and Et₃SiH in one pot.

Key words

montmorillonite aluminosilicate-stabilized silyl cations - proton-exchanged montmorillonite - benzoyl chlorides - Et₃SiH - benzylation of benzenes - one-pot reaction

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Supporting Information