60012-62-6

Upstream product

• 1462-75-5 3-phenylpropylmagnesium bromide 
• 123-38-6 propionaldehyde 
• 58977-36-9 ethyl 3-phenylpropyl ketone 
• 90996-82-0 2-benzyl-5,6-dihydrothiin-4-ol 
• 1072-72-6 Tetrahydrothiopyran-4-one 
• 57242-69-0 2,3-dihydro-4H-thiopyran-4-one 
• 103-63-9 1-phenyl-2-bromoethane 
• 27846-25-9 1-phenyl-2-(phenylsulfonyl)ethane 
• 90996-72-8 2-phenylthiotetrahydro-4H-thiopyran-4-one 
• 42850-68-0 1,4-dioxa-8-thiaspiro[4.5]decane 
• 60012-54-6 Phenylsulfonyl-2-phenyl-1-hexanol-4 
• 90996-77-3 2-benzyl-2-phenylthio-4,4-ethylenedioxythiane 
• 90996-73-9 2-phenylthio-4,4-ethylenedioxythiane 
• 90996-81-9 2-benzyl-5,6-dihydrothiin-4-one 

Downstream Products

• 29898-25-7 1-phenylhexan-3-one 
• 58977-36-9 ethyl 3-phenylpropyl ketone 

Relevant academic research and scientific papers

Electroreductive Intramolecular Coupling of Nonconjugated Aromatic Ketones

The electroreduction of nonconjugated aromatic ketones gave intramolecularly coupled products.The best result was obtained using an Sn cathode in i-PrOH containing tetraalkylammonium salt as a supporting electrolyte.This reductive cyclization proceeded with remarkable stereoselectivity, and the cis isomer was obtained exclusively.A variety of new bi- and polycyclic compounds were synthesized.The reaction mechanism was studied, and it was suggested that the anion radical generated by one-electron transfer to a carbonyl group attacks an aromatic ring intramolecularly.The choice of counter cation of the anion radical was critical for the reductive cyclization.Other reductive methods employing metal reducing agents were also studied.Reduction with Na in HMPA-THF gave the same cyclized product, though the yield was lower than that with the electroreduction.

Substituted Thian-4-ones. Part 3. Synthesis and Reactions of 2-Alkyl-5,6-Dihydrothiin-4-ones

A number of approaches to the synthesis of 2-alkyl-5,6-dihydrothiin-4-ones (1) are described.The treatment of 2-butylthian-4-one (3) with N-chlorosuccinimide gave a mixture of the alkenes (1a) and (4) and the corresponding reaction with the dioxolane (5) also proved to be non-regioselective. 2-Chlorodihydrothiin-4-one (6) was prepared and its reactions with a number of butylcoper reagents studied.The only product isolated from these reactions was 2,2-dibutylthian-4-one (12). 3-Chlorodihydrothiin-4-one (8) was successfully prepared and converted into 2-butyl-3-chlorothian-4-one (13) but dehydrohalogenation could not be achieved.A successful synthesis of the title compounds was achieved based on the generation and alkylation of the β-acylvinyl anion equivalent (14).Attempts to desulphurise 2-benzyl-5,6-dihydrothiin-4-one (1d) and related compounds in order to produce the α,β-unsaturated ketone (18) are discussed.