Lawesson's Reagent‐Mediated Deoxygenation Reactions

Abstract

In recent years, some new functions of Lawesson's reagent have been revealed, among which the deoxygenation reactions account for the most and have been applied in the syntheses of natural products and functional materials. However, this field has not been reviewed in detail. In continuation of our research interest in sulfur chemistry, herein we reviewed the recent advances in LR‐mediated deoxygenation reactions from the following four aspects: deoxygenation, dehydration, decarbonylation, and miscellaneous. This review not only may provide ideas for removing oxygen atoms from various functional groups, but also may promote the divergent syntheses of natural products in different families.

Lawesson's reagent promoted deoxygenation of azlactones for the syntheses of 2,4-disubstituted thiazoles

“…9 In recent years, LR has been discovered as deoxygenation reagent and applied in the syntheses of natural products and functional materials. 10 In 2022, our research group developed a new method of LR-promoted deoxygenation of γ-hydroxylactams/succinimides or anhydrides for the syntheses of pyrroles or thiophenes through α,β-unsaturated lactam or thioester intermediates, and applied this method into the total syntheses of pyrrole-type Stemona alkaloids. 11 Therefore, we commenced our study by optimizing the reaction conditions based on our previously reported reaction conditions in LR-promoted deoxygenation of anhydrides.…”