33405-92-4Relevant articles and documents
Hetarenesulfenyl(Selenyl) Chlorination of (+)-Camphene
Startseva,Kuznetsov,Nikitina,Osmanov,Borisov,Matsulevich, Zh. V.,Klochkov
, p. 671 - 674 (2015)
Novel S- and Se-containing terpenoids were prepared by reacting (+)-camphene with N-heterocyclic selenyland sulfenyl chlorides.
Synthesis of Enhanced, Isolable Disulfanium Salts and their Application to Thiiranium-Promoted Polyene Cyclizations
Cole, Charles J. F.,Chi, Hyung Min,Debacker, Kenneth C.,Snyder, Scott A.
, p. 4351 - 4358 (2018/06/26)
Although electrophile-promoted polyene cyclizations have long been a mainstay transformation for the rapid and stereocontrolled preparation of varied natural products and designed molecules, efforts to effect sulfur-promoted variants have arguably lagged behind other counterparts. This state of affairs is particularly true with alkyl sulfide-based electrophiles, even in racemic variants. Herein, building on previously reported discoveries, is described a distinct and modular method to prepare a range of isolable alkyl and aryl disulfanium salts that can affect thiiranium-based polyene cyclizations in moderate to good yields. In most of the substrates probed, these reagents provide superior yields to previously reported alternatives. In addition, initial efforts to develop an asymmetric variant of the process through the use of chiral versions of these reagents are discussed.
Synthesis of aryl thioethers through the N -chlorosuccinimide-promoted cross-coupling reaction of thiols with Grignard reagents
Cheng, Jun-Hao,Ramesh, Chintakunta,Kao, Hsin-Lun,Wang, Yu-Jen,Chan, Chien-Ching,Lee, Chin-Fa
, p. 10369 - 10374 (2013/01/15)
A convenient one-pot approach for the synthesis of aryl sulfides through the coupling of thiols with Grignard reagents in the presence of N-chlorosuccinimide is described. The sulfenylchlorides were formed when thiols were treated with N-chlorosuccinimide, and the resulting sulfenylchlorides were then directly reacted with Grignard reagents to provide aryl sulfides in good to excellent yields under mild reaction conditions. Functional groups including ester, fluoro, and chloro are tolerated by the reaction conditions employed. It is important to note that this method has a short reaction time (30 min in total) and represents an alternative approach for the synthesis of aryl sulfides over the existing protocols.
