62252-51-1Relevant articles and documents
Photoinitiated Thiol-Ene “Click” Reaction: An Organocatalytic Alternative
Limnios, Dimitris,Kokotos, Christoforos G.
supporting information, p. 323 - 328 (2017/02/05)
The thiol-ene coupling (TEC) reaction has attracted a lot of scientific attention during the last years, particularly in the fields of polymers, materials and more recently in drug design. The combination of organocatalysis and photocatalysis has enabled the development of an efficient synergistic protocol for the addition of various thiols to a plethora of olefins. Utilizing phenylglyoxylic acid as the catalyst-initiator and common household bulbs as the light source, we report an organocatalytic photoinitiated TEC reaction showing exceptional tolerance in the presence of various functionalities, untangling previously unsolved problems. (Figure presented.).
Transition metal photoredox catalysis of radical thiol-ene reactions
Tyson, Elizabeth L.,Ament, Michael S.,Yoon, Tehshik P.
, p. 2046 - 2050 (2013/03/29)
We describe the anti-Markovnikov hydrothiolation of olefins using visible-light-absorbing transition metal photocatalysts. The key thiyl radical intermediates are generated upon quenching of photoexcited Ru*(bpz) 32 with a variety of thiols. The adducts of a wide variety of olefins and thiols are formed in excellent yield (73-99%).
Montmorillonite K 10-catalyzed regioselective addition of thiols and thiobenzoic acids onto olefins: An efficient synthesis of dithiocarboxylic esters
Kanagasabapathy, Subbareddy,Sudalai, Arumugam,Benicewicz, Brian C.
, p. 3791 - 3794 (2007/10/03)
The addition of thiols and thiobenzoic acids onto olefins proceeded regioselectively in a Markovnikov manner in the presence of Montmorillonite K 10 (Mont K 10) clay as the catalyst to afford thioethers and thiocarboxylic S-esters, while high selectivity to anti-Markovnikov products was realized in the absence of any catalyst. Treatment of the esters with Lawesson's reagent provided the corresponding dithiocarboxylic esters in high yields.