110379-08-3

Upstream product

• 5769-02-8 2-methyl-2-phenyl[1,3]dithiolane 

Downstream Products

• 35756-26-4 2,3-dihydro-5-phenyl-1,4-dithiin 
• 113475-91-5 (1-Ethenesulfonyl-1-methylsulfanyl-ethyl)-benzene 
• 84065-85-0 2,4,6-Trimethylbenzthiohydroximsaeure-S-(1-phenylvinyl)ester 
• 79403-80-8 n-butyl (+/-)-sec-phenylethyl thioether 
• 18624-64-1 <1-(Methylthio)ethenyl>benzene 
• 84065-89-4 2-Methyl-2-phenyl-1,3-dithiolan-1,1-dioxid 
• 128827-91-8 2-Methyl-2-phenyl-[1,3]dithiole 

Relevant academic research and scientific papers

Reactions of 1,3-Dithiolane with Nucleophiles

Reaction of benzenethiol with the 1,3-dithiolane 1,3-dioxides 3a-f gave the 1,4-dithiane 1-oxides 4-5, the α,β-unsaturated sulfoxides 6-9, the ring-opening products 10-11 and various reduction products.Addition of benzenethiol, malononitrile, diethyl malo

EFFICIENT SYNTHETIC METHODOLOGY FOR 1,3-DITHIOLANE-1-OXIDES via SINGLET OXIDATION OF 1,3-DITHIOLANES

Singlet oxidation of 1,3-dithiolanes furnishes synthetically useful yields of 1,3-dithiolane 1-oxides.However, 2-ethyl-2-phenyl-1,3-dithiolane 13 gave 2-ethyl-4-hydroxy-2-phenyl-1,3-dithiolane 19 as a major product.

PHOTOSENSITIZED ELECTRON TRANSFER OXIDATION OF 2-SUBSTITUTED 1,3-DITHIOLANE TO 1,3-DITHIOLANE-1-OXIDE

Irradation of a solution of 1,3-dithiolane, 1-cyanonaphthalene in O2-saturated CH3CN:H2O (3:1) at 350 nm furnishes good yields of 1,3-dithiolane-1-oxide.

Thioketones and Enethiolates by 1,3-Anionic Cycloreversion of Dithiolane Derivatives

The reactive (ar)aliphatic thioketones 3a-c are generated by cycloreversion of the anions 2 of 1,3-dithiolane-4,5-dicarboxylates 1 and are trapped by mesitonitrile oxide (5) in a 1,3-dipolar cycloaddition to give 7.From the fragmentation of anions 12 of 1,3-dithiolane 1,1-dioxides 11, thiobenzophenone (3d) and thiocamphor (3e) are isolated, wheras thioketones 3a,c with α-hydrogen are deprotonated in situ to provide enethiolates 13.Anions 13 add nitrile oxide 5 to yield thiohydroximates 8.

ASYMMETRIC OXIDATION OF 1,3-DITHIOLANES. A ROUTE TO THE OPTICAL RESOLUTION OF CARBONYL COMPOUNDS

The asymmetric oxidation (t-BuO2H, Ti(OPr-i)4, DET) of a series of 1,3-dithiolanes was carried out to produce the corresponding S-oxides with high chemical and optical yields.By contrast, the oxidation of 1,3-dithianes and 1,3-oxathiolane prepared from the same carbonyl compounds gave much lower optical yields.The optical resolution of the model ketone, dl-menthone, via a) 1,3-dithiolane formation b) asymmetric S-oxidation c) chromatographic diasteromeric separation d) regeneration of the carbonyl group, (93percent optical yield), is described.

NON-STEREOSPECIFIC RING EXPANSIONS OF 5-MEMBERED HETEROCYCLIC SULFOXIDES

Non-stereospecific ring expansion reactions of 5-membered heterocyclic sulfoxides, 1,3-benzoxathiole sulfoxides, 1,3-benzodithiole sulfoxides, and 1,3-dithiolane sulfoxides having a heteroatom at β-position to the sulfinyl group with acetic anhydride or p-toluenesulfonic acid are described together with their reaction mechanism involving a sulfonium ion intermediate.