84065-85-0

Upstream product

• 91786-08-2 1-Phenyl-ethenethiol 
• 2904-57-6 mesitylenecarbonitrile oxide 
• 84065-89-4 2-Methyl-2-phenyl-1,3-dithiolan-1,1-dioxid 
• 98-86-2 acetophenone 
• 110379-08-3 2-methyl-2-phenyl-1,3-dithiolane 1-oxide 
• 5769-02-8 2-methyl-2-phenyl[1,3]dithiolane 

Relevant academic research and scientific papers

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.

REACTIVE DOUBLE BOND SYSTEMS VIA (3+2) CYCLOREVERSION OF HETEROCYCLES

After deprotonation, saturated five-membered heterocyclic rings give a facile (3+2) cycloreversion.This approach is employed in syntheses of ketenes, thioaldehydes, thioketones, thioketenes and a thioquinone at low temperature.These highly reactive double-bond systems are usually trapped in situ using (2+2), (2+3), or (2+4) cycloadditions to give various types of heterocycles.