Synthesis of benzoquinone compounds by a microdroplet-accelerated retro-Diels-Alder reaction.

ABSTRACT: The unique environment of water microdroplets has enabled several novel organic transformations to be reported in recent years. Given the significance of the retro-Diels-Alder (rDA) reaction in organic and natural product synthesis, we demonstrate a highly accelerated rDA reaction using water microdroplets. The rDA reaction is a reversible process of the classical Diels-Alder cycloaddition, triggered by the dissociation of a six-membered ring, typically under thermal conditions. In this study, Diels-Alder adducts dissolved in water/methanol were electro-sprayed using nitrogen gas at a pressure of 120 psi, leading to efficient rDA product formation of benzoquinones. The products were characterized by mass spectrometry (MS) and tandem mass spectrometry (MS²). Additionally, crude s

SUBMITTER: Malkoti N 

PROVIDER: S-EPMC12242275 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature