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Iodine Catalyzes Efficient and Chemoselective Thioacetalization of Carbonyl Functions, Transthioacetalization of O,O- and S,O-Acetals and Acylals

Habib Firouzabadi*, Nasser Iranpoor and Hassan Hazarkhani

*Department of Chemistry, College of Sciences, Shiraz University, Shiraz, 71454, Iran, Email: firouzabadichem.susc.ac.ir

H. Firouzabadi, N. Iranpoor, H. Hazarkhani, J. Org. Chem., 2001, 66, 7527-7529.

DOI: 10.1021/jo015798z


Abstract

Aldehydes and ketones were protected as their thioacetals in the presence of a catalytic amount of iodine. These mild reaction conditions were also applied in the transthioacetalization of O,O-acetals, O,O-ketals and O,S-acetals and acylals.

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Zusammenfassung

Aldehyde und Ketone wurden in Gegenwart einer katalytischen Menge Iod als Thioacetale geschützt. Dieselben milden Reaktionsbedingungen fanden auch Anwendung in der Transthioacetalisierung von O,O-Acetalen und Ketalen, O,S-Acetalen und Acylalen.



Key Words

dithianes, cyclic acetals, oxathioacetals


Schlüsselworte

Dithiane


ID: J42-Y2001-440