98793-39-6Relevant articles and documents
Selectivity control in thiol-yne click reactions: Via visible light induced associative electron upconversion
Ananikov, Valentine P.,Burykina, Julia V.,Gordeev, Evgeniy G.,K?nig, Burkhard,Shlapakov, Nikita S.
, p. 10061 - 10070 (2020/10/13)
An associative electron upconversion is proposed as a key step determining the selectivity of thiol-yne coupling. The developed synthetic approach provided an efficient tool to access a comprehensive range of products-four types of vinyl sulfides were prepared in high yields and selectivity. We report practically important transition-metal-free regioselective thiol-yne addition and formation of the demanding Markovnikov-type product by a radical photoredox process. The photochemical process was directly monitored by mass-spectrometry in a specially designed ESI-MS device with green laser excitation in the spray chamber. The proposed reaction mechanism is supported by experiments and DFT calculations. This journal is
Boron Trifluoride-promoted Reaction of 4'-Nitrobenzenesulphenanilide with Alkynes. Formal Addition of Benzenesulphenyl Fluoride to Carbon-Carbon Triple Bonds
Benati, Luisa,Montevecchi, P. Carlo,Spagnolo, Piero
, p. 1690 - 1695 (2007/10/02)
The BF3-promoted reaction of 4'-nitrobenzenesulphenanilide with simple alkyl- and aryl-alkynes at 80 deg C in the presence of tetrabutylammonium tetrafluoroborate provides a one-pot synthetic route to β-fluorovinyl sulphides via a formal regioselective and trans-stereospecific addition of benzenesulphenyl fluoride towards carbon-carbon triple bonds.
Phenylthio Migrations in Rearrangements of 2,2-Bisphenylthioethanols
Blatcher, Philip,Warren, Stuart
, p. 1055 - 1066 (2007/10/02)
Thionyl chloride causes rearrangement of the title compounds to give 2,3-bisphenylthiopropenes (12) by a phenylthio shift.The products undergo phenylthio shifts on exposure to light.Some applications to synthesis are described.