Alkylation of 2-Sulfanylbenzoxazole with α-Iodoketones in the Absence of Bases


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Reaction of 2-sulfanylbenzoxazole with 1-iodopropan-2-one, 2-iodo-1-phenylethanone, and 2-iodo-1-(thiophen-2-yl)ethanone without solvent and bases afforded bis(benzoxazol-2-yl)disulfonium derivatives in a single preparative stage. The reaction proceeds as a domino-process and includes the alkylation of a sulfanyl group of benzoxazole, the reduction of iodoketone with hydrogen iodide, the oxidation of 2-sulfanylbenzoxazole to disulfide, the alkylation of disulfide atoms of sulfur, and the formation of triiodideanions. The yield of disulfonium derivatives increases twice in the presence of equimolar amount of iodine.

作者简介

L. Shagun

Favorskii Irkutsk Institute of Chemistry

Email: lara_zhilitskaya@irioch.irk.ru
俄罗斯联邦, ul. Favorskogo 1, Irkutsk., 664033

I. Dorofeev

Favorskii Irkutsk Institute of Chemistry

Email: lara_zhilitskaya@irioch.irk.ru
俄罗斯联邦, ul. Favorskogo 1, Irkutsk., 664033

L. Zhilitskaya

Favorskii Irkutsk Institute of Chemistry

编辑信件的主要联系方式.
Email: lara_zhilitskaya@irioch.irk.ru
俄罗斯联邦, ul. Favorskogo 1, Irkutsk., 664033

N. Yarosh

Email: lara_zhilitskaya@irioch.irk.ru

L. Larina

Favorskii Irkutsk Institute of Chemistry

Email: lara_zhilitskaya@irioch.irk.ru
俄罗斯联邦, ul. Favorskogo 1, Irkutsk., 664033

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