Copper-catalyzed direct and odorless selenylation with a sodium selenite-based reagent

Abstract

Use of a new odorless, shelf-stable, easy to handle, practical and scalable direct selenylation reagent, NaO2SeR, has been disclosed.

Synthesis of Monofluoromethyl Selenoethers of Aryl and Alkyl from Organoselenocyanate via One‐Pot Reaction

“…We first examined the application of o ‐toluidine ( 1 a ) via one‐pot three‐step reaction. The reaction of 1 a , HBF 4, and tert ‐butyl nitrite was chosen as the model reaction to generate corresponding aryldiazonium tetrafluoroborates . The second step was reacted according to Rueping's method under 0 °C to get the corresponding selenocyanates.…”

Visible-Light-Induced, Graphene Oxide-Promoted C3-Chalcogenylation of Indoles Strategy under Transition-Metal-Free Conditions

“…In this regard, numerous methods for the straightforward construction of C-S and C-Se bonds have been developed for the synthesis of 3-sulfenylindoles and 3-selenylindoles. Among these various approaches, the most commonly used methods involved the direct sulfenylation and selenation of the indole moieties with various electrophilic sulfur and selenium reagents [ 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 ].…”

Transition-Metal-Free HFIP-Mediated Organo Chalcogenylation of Arenes/Indoles with Thio-/Selenocyanates

“…The conventional preparation of diaryl sulfides involves a coupling reaction of various sulfenylating agents such as sulfonium salts, sulfonyl hydrazides, disulfides, N -thiophthalimides, sulfenyl halides, thiols, and arylsulfonyl chlorides with phenols/indoles. Analogously, the diaryl selenides can be obtained by the use of selenolate anions, selenite, phenyl tributylstannyl selenide, or selenium as one of the coupling partners. At the same time, transition-metal-catalyzed cross-coupling is one of the traditional strategies for the synthesis of chalcogenides .…”