Iodine-Promoted Deoxygenative Iodization/Olefination/Sulfenylation of Ketones with Sulfonyl Hydrazides: Access to β‑Iodoalkenyl Sulfides

A highly regio- and stereoselective synthesis of β-haloalkenyl sulfides using commercially available ketones and sulfonyl hydrazides as starting materials has been developed. This protocol obviates the need for alkynes and traditional sulfenylating agents and therefore opens up a new door to constru...

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Veröffentlicht in:Organic letters 2018-04, Vol.20 (7), p.1966-1969
Hauptverfasser: Bao, Yishu, Yang, Xiuqin, Zhou, Qingfa, Yang, Fulai
Format: Artikel
Sprache:eng
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Zusammenfassung:A highly regio- and stereoselective synthesis of β-haloalkenyl sulfides using commercially available ketones and sulfonyl hydrazides as starting materials has been developed. This protocol obviates the need for alkynes and traditional sulfenylating agents and therefore opens up a new door to construct β-iodoalkenyl sulfides in a highly simple manner. This study reveals that ketones could be used as vinyl iodide precursors in organic synthesis.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.8b00511