I 2 /dimethyl sulfoxide (DMSO)-mediated C−S, S−N, and C−N bond cross-coupling cyclization reaction for the synthesis of 5-acyl-1,2,3-thiadiazoles from enaminones, tosylhydrazine, and elemental sulfur has been developed under transition-metal-free conditions. This strategy is operationally simple, compatible with a wide range of functional groups, and provides the desired products in moderate to excellent yields.
The ring-opening/cyclization of cyclopropane derivatives has drawn great attention in the past several decades. In this review, recent efforts in the development of oxidative radical ring-opening/cyclization of cyclopropane derivatives, including methylenecyclopropanes, cyclopropyl olefins and cyclopropanols, are described. We hope this review will be of sufficient interest for the scientific community to further advance the application of oxidative radical strategies in the ring-opening/cyclization of cyclopropane derivatives.
A simple and efficient electrochemically induced thiocyanation of enaminones under undivided electrolytic conditions has been developed. With this protocol, various polyfunctionalized alkenes and chromones could be obtained in good to excellent yields using readily available KSCN as the thiocyanation reagent under catalyst-, oxidant-, and transition-metal-free conditions.
Herein, an efficient, metal-free process for the α-C–H thiocyanation of enaminones was developed using PhI(OAc)2 as an oxidant at room temperature in an aqueous medium.
A facile
and efficient protocol for the synthesis of 3-substituted
5-amino-1,2,4-thiadiazoles has been developed through the electro-oxidative
intramolecular dehydrogenative N–S bond formation of imidoyl
thioureas. Various 1,2,4-thiadiazole derivatives were synthesized
in good to excellent yields with broad substrate scope and excellent
functional group tolerance under catalyst- and oxidant-free electrolytic
conditions at room temperature.
A novel visible-light-catalyzed sulfonylation/arylation
of carbon–carbon
σ-bond with sulfonyl chlorides for the synthesis of 3-sulfonylated
1,2-dihydronaphthalenes is developed. This difunctionalization proceeds
via a sequence of CC bond sulfonylation, C–C σ-bond
cleavage, and intramolecular cyclization, and the experiment result
shows that the C–C σ-bond difunctionalization reaction
includes a radical process. This strategy provides a simple and convenient
route for difunctionalization of C–C bonds with an aromatic
carbon and a sulfonyl radical by one-pot construction of a C–S
bond and a new C–C bond.
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