Electrochemical Oxidative Esterification of Thiophenols: Efficient Access to Sulfinic Esters.

Background: The sulfinic esters are important and useful building blocks in organic synthesis.

Objective: The aim of this study was to develop a simple and efficient method for the synthesis of sulfinic esters.

Materials And Methods: Constant current electrolysis from thiols and alcohols was selected as the method for the synthesis of sulfinic esters.

Electrochemical synthesis of 1,2-diketones from alkynes under transition-metal-catalyst-free conditions.

We report an electrochemical protocol for the direct oxidation of internal alkynes in air to provide 1,2-diketones. A variety of functional groups and heterocycle-containing substrates can be tolerated well under mild conditions.

Electrochemical C-O Bond Formation: Facile Access to Aromatic Lactones.

An efficient and robust methodology based on electrochemical techniques for the direct synthesis of aromatic lactones through dehydrogenative C-O cyclization is described. This new and useful electrochemical reaction can tolerate a variety of functional groups, and is scalable to 100 g under mild conditions. Remarkably, heterocycle-containing substrates can be employed, thus expanding the scope of radical C-O cyclization reactions.

C3v-symmetrical tribenzotriquinacenes extended by six C1-functional groups and the first triquinacene-based tris(dithiametacyclophanes).

The first examples of novel bowl-shaped tribenzotriquinacenes (TBTQs) bearing three dithiametacyclophane units within their arene peripheries are reported. The synthesis is based on a C3v-symmetrical hexakis(chloromethyl)tribenzotriquinacene as the key intermediate and yields the inter-ring metacyclophane-type macrocyclization instead of the intra-ring orthocyclophane-type cyclocondensation. Multiple nucleophilic substitution of the same key intermediate leads to a number of other new 6-fold functionalized tribenzotriquinacenes, some of which may be of interest as readily accessible building blocks for the construction of novel bowl-shaped organic networks.