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α-Functionalisation of Cyclic Sulfides Enabled by Lithiation Trapping.

ABSTRACT: A general and straightforward procedure for the lithiation trapping of cyclic sulfides such as tetrahydrothiophene, tetrahydrothiopyran and a thiomorpholine is described. Trapping with a wide range of electrophiles is demonstrated, leading to more than 50 diverse α-substituted saturated sulfur heterocycles. The methodology provides access to a range of α-substituted cyclic sulfides that are not easily synthesised by the currently available methods.

SUBMITTER: Seling N

PROVIDER: S-EPMC10952194 | biostudies-literature | 2024 Jan

REPOSITORIES: biostudies-literature

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α-Functionalisation of Cyclic Sulfides Enabled by Lithiation Trapping.

Seling Nico N Atobe Masakazu M Kasten Kevin K Firth James D JD Karadakov Peter B PB Goldberg Frederick W FW O'Brien Peter P

Angewandte Chemie (International ed. in English) 20231207 2

A general and straightforward procedure for the lithiation trapping of cyclic sulfides such as tetrahydrothiophene, tetrahydrothiopyran and a thiomorpholine is described. Trapping with a wide range of electrophiles is demonstrated, leading to more than 50 diverse α-substituted saturated sulfur heterocycles. The methodology provides access to a range of α-substituted cyclic sulfides that are not easily synthesised by the currently available methods. ...[more]

PMID: 37984884

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