70940-99-7

Upstream product

• 3528-17-4 2,3-dihydro-4H-[1]benzothiopyran-4-one 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 93454-63-8 2,4-Diphenyl-4H-benzothiopyrano<3,4-b>thiopyran-10-one 
• 93454-60-5 3-<2(Z)-(benzylsulfonyl)-2-phenylethenyl>-4H-thiochroman-4-one 
• 93454-59-2 3-<2-(Benzylsulfonyl)-2-phenylethenyl>-4H-thiochroman-4-one 1,1-dioxide 
• 93454-61-6 3-<2-(Benzylsulfonyl)-1-(isopropyloxy)-2-phenylethyl>-4H-thiochroman-4-one 1,1-dioxide 
• 1246525-45-0 3-[(4-methoxyphenyl)iminomethyl]-4H-thiochromen-4-one 
• 1246525-50-7 4-oxo-4H-thiochromene-3-carbaldehyde N-phenylhydrazone 
• 93454-57-0 3-<2(Z)-(benzylthio)-2-phenylethenyl>-4H-thiochroman-4-one 

Relevant academic research and scientific papers

OXIDATIVE FORMYLATION AND CHLOROMETHYLATION IN VILSMEIER REACTIONS OF O-AND S-HETEROCYCLIC KETONES

The action of DMF-POCl3 at 20 deg C on tetrahydro-4H-pyran-4-one, tetrahydro-4H-thiopyran-4-one, chroman-4-one, and thiochroman-4-one affords the corresponding β-chlorovinylaldehydes.However, with excess DMF-POCl3 at 100 deg C, chroman-4-one affords 3-(chloromethyl)chromone, and thiochromanone gives 3-formylthiochromone.Mechanistic rationalisations are provided.

OXIDATIVE FORMYLATION AND CHLOROMETHYLATION AS ALTERNATIVE PATHWAYS TO CHLOROFORMYLATION IN THE REACTION OF O- AND S-HETEROCYCLIC KETONES WITH DIMETHYLFORMAMIDE-PHOPHORUSOXYCHLORIDE

The action of DMF-POCl3 at 20 deg C on tetrahydro-4H-pyran-4-one, tetrahydro-4H-thiopyran-4-one, chroman-4-one, and thiochroman-4-one affords the corresponding β-chlorovinylaldehydes, whereas with excess DMF-POCl3 at 100 deg C chroman-4-one affords 3-(chloromethyl)chromone, and thiochromanone gives 3-formylthiochromone.