Methods for the synthesis of derivatives of 3-aminothietane (Review)

Butkevich, Alexey N.; Соколов, В. В.; Томашевский, А. А.; Потехин, А. А.

doi:10.1007/s10593-007-0090-1

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“…This is mainly because of the poor synthetic accessibility to functionalized thietanes and the lack of information on useful biological activities directly associated with thietane nucleus. However, the synthetic potential of thietane derivatives is extremely significant as can be illustrated by effective examples of the construction of difficulty obtainable heterocyclic systems from them [1][2][3] (Scheme 1).…”

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confidence: 99%

A Stereoselective One-Pot Synthetic Approach to Functionalized Thietanes

Yadav¹,

Kapoor²

2009

Synlett

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A facile synthetic route to functionalized thietanes has been developed by employing one-pot, high-yielding, and highly diastereoselective three-component coupling reaction of O,O-diethyl hydrogen phosphorodithioate, aromatic aldehydes, and activated olefins. The synthesis involves Michael addition of the dithioate to acrylonitrile/methyl acrylate followed by addition of the resulting carbanion to an aldehyde and intramolecular cyclization to afford 2-arylthietane-3-carbonitriles/carboxylates at room temperature.

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confidence: 99%