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Parkhomenko, P. P.

doi:10.1023/a:1020456931368

Cited by 1 publication

(1 citation statement)

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“…10 The chemical utility of 3-sulfolene has been dominated by its ability to act as a platform for the preparation of multi-substituted 1,3-dienes. 2-Sulfolenes, on the other hand, are known to be competent Michael acceptors, 11 2π donor/acceptors in cycloaddition reactions, 12 and in a few cases also precursors to 1,3-dienes. 13 Sulfolenes and their derivatives thus represent attractive building blocks in organic synthesis due to their diverse chemistry.…”

Section: Syn Thesismentioning

confidence: 99%

3-Sulfolenes and Their Derivatives: Synthesis and Applications

Brant

Wulff

2015

Synthesis

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The diverse substitution patterns available to 3-sulfolenes have long made them useful for the preparation of multi-substituted 1,3-diene equivalents. More recently, the 3-sulfolene motif itself (or its reduced sulfolane congener) is finding increasing application as a structural element in the creation of molecules for biological applications. This review describes various methods to afford 3-sulfolene building blocks and their derivatives. Selected applications in synthetic and medicinal chemistry are also discussed. 1 Introduction 2 The Preparation of Monocyclic Sulfolene Building Blocks 2.1 Sulfolenes through Electrophilic Addition 2.1.1 Sulfolenes through Nucleophilic Addition to 4-Bromo-2-sulfolene 2.2 Sulfolenes through Oxidation of a Thiol Precursor 2.3 Sulfolenes through Noble Metal Catalysis 2.4 Sulfolenes through Deprotonation Followed by Alkylation 3 Synthesis of Bicyclic Sulfolenes and Their Derivatives 3.

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Section: Syn Thesismentioning

confidence: 99%