5925-50-8Relevant articles and documents
An Expeditious Route to trans-Configured Tetrahydrothiophenes Enabled by Fe(OTf)3-Catalyzed [3+2] Cycloaddition of Donor–Acceptor Cyclopropanes with Thionoesters
Matsumoto, Yohei,Nakatake, Daiki,Yazaki, Ryo,Ohshima, Takashi
supporting information, p. 6062 - 6066 (2018/03/28)
A synthetic route to trans-configured tetrahydrothiophenes (THTs) through Fe(OTf)3-promoted [3+2] cycloaddition of donor–acceptor cyclopropanes with thionoesters was developed. The cycloaddition proceeded in high yield with high diastereoselectivity, affording transient α-alkoxy THTs. Not only aromatic and aliphatic thionoesters, but also thionolactone were applicable to the present iron catalysis. Further transformation of the S,O-ketal functionality of the product was achieved in a highly trans diastereoselective manner. Moreover, the utility of our methodology was clearly demonstrated by the synthesis of enantioenriched trans-configured THTs.
P4S10/dimethicone tandem: Efficient reagent for thionation of various aromatic amides and esters
Cho, Dongho,Ahn, Jiyoung,De Castro, Kathlia A.,Ahn, Hyunseok,Rhee, Hakjune
supporting information; experimental part, p. 5583 - 5588 (2010/10/02)
Organosulfur compounds are valuable because of their rich and varied chemistry especially in biological field. We report a new and efficient way for thionation of various aromatic amides and esters using P4S 10/ dimethicone tandem. The ease of handling and higher yield makes this protocol economical.
New Synthesis and Some Reactions of Vinyl Arenecarbodithioates. Wittig Reaction of (Triphenylphosphonio)methyl Arenecarbodithioate Iodides
Ishida, Masaru,Kaga, Koh-ichi,Sato, Hiroyuki,Yokoi, Masato,Kato, Shinzi
, p. 1403 - 1410 (2007/10/02)
Wittig reaction of new phosphonium salts, (triphenylphosphonio)methyl arenecarbodithioate iodides, with variety of aldehydes gave the corresponding vinyl dithiocarboxylate with nucleophiles such as potassium alkoxide or alkanethiolate was investigated and found to give the thioacylated products in high yields.Ab initio molecular orbital calculations of the model compound vinyl dithioformate, are also discussed.