Synthesis 2017; 49(09): 2009-2014
DOI: 10.1055/s-0036-1588946
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Acylsilanes via Catalytic Dedithioacetalization of 2-Silylated 1,3-Dithianes with 30% Hydrogen Peroxide

Masayuki Kirihara*
Department of Materials and Life Science, Shizuoka Institute of Science and Technology, 2200-2 Toyosawa, Fukuroi, Shizuoka 437-8555, Japan   Email: kirihara@ms.sist.ac.jp
,
Satoshi Suzuki
Department of Materials and Life Science, Shizuoka Institute of Science and Technology, 2200-2 Toyosawa, Fukuroi, Shizuoka 437-8555, Japan   Email: kirihara@ms.sist.ac.jp
,
Naohiro Ishihara
Department of Materials and Life Science, Shizuoka Institute of Science and Technology, 2200-2 Toyosawa, Fukuroi, Shizuoka 437-8555, Japan   Email: kirihara@ms.sist.ac.jp
,
Kento Yamazaki
Department of Materials and Life Science, Shizuoka Institute of Science and Technology, 2200-2 Toyosawa, Fukuroi, Shizuoka 437-8555, Japan   Email: kirihara@ms.sist.ac.jp
,
Tomomi Akiyama
Department of Materials and Life Science, Shizuoka Institute of Science and Technology, 2200-2 Toyosawa, Fukuroi, Shizuoka 437-8555, Japan   Email: kirihara@ms.sist.ac.jp
,
Yuki Ishizuka
Department of Materials and Life Science, Shizuoka Institute of Science and Technology, 2200-2 Toyosawa, Fukuroi, Shizuoka 437-8555, Japan   Email: kirihara@ms.sist.ac.jp
› Author Affiliations
Further Information

Publication History

Received: 09 January 2017

Accepted after revision: 13 January 2017

Publication Date:
15 February 2017 (online)


Abstract

Acylsilanes were obtained efficiently from dedithioacetalization of 2-silylated 1,3-dithianes using 30% hydrogen peroxide catalyzed by iron(III) acetylacetonate–sodium iodide. The use of niobium(V) chloride as a catalyst instead of iron(III) acetylacetonate was also effective, except in synthesizing some acyltrimethylsilanes.