Synthesis 2023; 55(12): 1915-1921
DOI: 10.1055/a-2014-3203
paper

Synthesis of Dithioacetals through Iodine-Promoted Insertion Reactions of Vinylsilane to Disulfides and its Application to Diselenoacetalization

Norio Sakai
,
Kurumi Fukuda
,
Yohei Ogiwara
,
Kento Ishida
We thank the JSPS KAKENHI Grant Number (JP19K05463). Also, this research was partially supported by Ogawa Sho research fund.


Abstract

Described herein is an iodide-promoted insertion reaction of vinyltrimethylsilane into diaryl or dialkyl disulfides in the presence of iodine/KF leading to the production of a 1,1′-adduct, a dithioacetal derivative. This method also accomplishes insertion into a diaryl diselenide to afford the corresponding diselenoacetal derivative.

Supporting Information



Publication History

Received: 29 November 2022

Accepted after revision: 16 January 2023

Accepted Manuscript online:
16 January 2023

Article published online:
09 February 2023

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