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
a   Department 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
b   Graduate School of Arts and Sciences, The University of Tokyo, 8-3-1 Komaba, Meguro, Tokyo 153-8902, Japan
,
Kimiko Hashimoto
a   Department 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
b   Graduate School of Arts and Sciences, The University of Tokyo, 8-3-1 Komaba, Meguro, Tokyo 153-8902, Japan
,
Makoto Onaka
a   Department of Chemistry for Life Sciences and Agriculture, Faculty of Life Sciences, Tokyo University of Agriculture, 1-1-1 Sakuragaoka, Setagaya, Tokyo 156-8502, Japan
› Institutsangaben
Financial supports from the Japan Society for the Promotion of Science (JSPS KAKENHI Grant number JP19K05157) and the White Rock Foundation are gratefully acknowledged.


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.

Supporting Information



Publikationsverlauf

Eingereicht: 22. Juni 2022

Angenommen nach Revision: 22. August 2022

Accepted Manuscript online:
22. August 2022

Artikel online veröffentlicht:
11. Oktober 2022

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