1003-10-7Relevant articles and documents
N-NITROSAMINES AS REAGENTS FOR THE =C=S=C=O TRANSFORMATION
Jorgensen, K. A.,El-Wassimy, M. T. M.,Lawesson, S. -O.
, p. 469 - 474 (1983)
N-nitrosopiperidine and N-nitroso-N-methylaniline react in acidic solution with thiocarbonyl compounds to give the corresponding carbonyl analogues.Secondary- and tertiary thioamides, xanthione, thio- and dithiobutyrolactone, thiocoumarin, certain thiourea derivatives, dithio-O,O-thiocarbonic, S,S-trithiocarbonic- and N,N disubstituted thiocarbamic esters are all converted into the corresponding O-analogues.Thiobenzamide and N-phenylthiourea yield 1,2,4-thiadiazoles.All the reactions are run with iodide (I-) as NO+-carrier.The kinetics of the reaction have been studied under pseudo-first order conditions, and the reaction rate is proportional to the Pearson's nucleophilicity parameter of ions.The =C=S =C=O transformation is also found to take place in gastric juice.
-
Storm,D.R.,Koshland,D.E.
, p. 5815 - 5825 (1972)
-
Efficient Synthesis of γ-Lactones by Cobalt-Catalyzed Carbonylative Ring Expansion of Oxetanes under Syngas Atmosphere
Tang, Yitian,Shen, Chaoren,Yao, Qiyi,Tian, Xinxin,Wang, Bo,Dong, Kaiwu
, p. 5898 - 5902 (2020)
A practical route from oxetane or thietane to γ-(thio)butyrolactone via solvated-proton-assisted cobalt-catalyzed carbonylative ring expansion under syngas atmosphere has been established. A wide variety of γ-(thio)butyrolactones can be afforded in good to excellent yields. The versatility of this method has been well demonstrated in the synthesis of intermediates towards the natural product Arctigenin as well as the pharmaceuticals Baclofen and Montelukast. The observed promoting effect of glycol ether solvent has been rationally interpreted.
-
Hatada et al.
, p. 448,450 (1978)
-
Indium-catalyzed direct conversion of lactones into thiolactones using a disilathiane as a sulfur source
Ogiwara, Yohei,Takano, Ken,Horikawa, Shuhei,Sakai, Norio
, (2018/06/15)
An indium-catalyzed reaction of lactones and a disilathiane leading to thiolactones is described. The direct synthesis of thiolactones from lactones with an appropriate sulfur source is one of the most attractive approaches in organic and pharmaceutical chemistry. In this context, we found an indium-catalyzed direct conversion of lactones into thiolactones in the presence of elemental sulfur and a hydrosilane via formation of the disilathiane in situ. On the basis of the previous reaction, the application utilizing the disilathiane as a sulfur source was performed herein for the efficient synthesis of a variety of thiolactone derivatives from lactones by an indium catalyst.
Catalytic synthesis of thiobutyrolactones via CO insertion into the C-S bond of thietanes in the presence of a heterodinuclear organoplatinum-cobalt complex
Furuya, Masaki,Tsutsuminai, Susumu,Nagasawa, Hiroto,Komine, Nobuyuki,Hirano, Masafumi,Komiya, Sanshiro
, p. 2046 - 2047 (2007/10/03)
Heterodinuclear organoplatinum-cobalt complex having a 1,2-bis(diphenylphosphino)ethane ligand (dppe)MePt-Co(CO)4 catalyzes CO insertion into the C-S bond of thietanes in THF at 100°C under 1.0 MPa of CO for 2 h to give γ-thiobutyrolactone in q
