91791-15-0

Upstream product

• 91791-23-0 3-benzyl-3-(methoxycarbony)-4-thianone 
• 91791-05-8 6-Benzyl-1,4-dioxa-8-thia-spiro[4.5]decane 
• 91791-00-3 3-benzyl-4-thianone 
• 100-39-0 benzyl bromide 
• 4160-61-6 3-methoxycarbonyltetrahydropyran-4-one 
• 117169-55-8 allyl 4-oxo-2H-thine-3-carboxylate 
• 153481-72-2 r-6-benzyl-t-7,t-8-epithio-1,4-dioxaspiro<4,4>nonane S,S-dioxide 
• 125653-83-0 trans-6-benzyl-9-iodo-1,4-dioxa-8-thiaspiro<4,5>decane 8,8-dioxide 
• 125653-84-1 C₁₄H₁₆O₄S 
• 125653-80-7 allyl 3-benzyl-3,4-dihydro-4-oxo-2H-thiine-3-carboxylate 
• 125653-82-9 3-benzyl-2,3-dihydro-4H-thiin-4-one 1,1-dioxide 
• 125653-79-4 allyl 3,4-dihydro-4-oxo-2H-thine-3-carboxylate 
• 125653-81-8 3-benzyl-2,3-dihydro-4H-thiin-4-one 
• 91791-10-5 6-benzyl-1,4-dioxo-8-thiaspiro<4.5>decane 8,8-dioxide 

Downstream Products

• 22354-39-8 2-benzyl-2-cyclopentenone 
• 91791-20-7 2-benzyl-3-cyclopentenone 

Relevant academic research and scientific papers

Isolation of Episulfones from the Ramberg-Baecklund Rearrangement. Part 2. X-Ray Molecular Structure of 2,3-Epithio-8,8-dimethyl-6,10-dioxaspirodecane S,S-Dioxide and of r-6-Benzyl-t-7,t-8-epithio-1,4-dioxaspirononane S,S-Dioxide

For the first time, episulfones have been isolated by the treatment of α-halogeno sulfones with base under the conditions of the Ramberg-Baecklund reaction. 3,3-Dialkoxy-6-thiabicyclohexane dioxides 3a-c and 11a, b have been fully characterised, X-ray crystal structures having been obtained for compounds 3c and 11a.Attempts to prepare episulfones with substituents at the bridgehead position were unsuccessful, however.The thermal stabilities of some of these episulfones have been studied, as have their reactions with base.

A Regioselective Synthesis of Cyclopentenones from 4-Thianone

Alkyl-substituted 3-cyclopentenones 4 and 5 were prepared in moderate to good yields starting from 4-thianone by the selective alkylation and Ramberg-Baecklund-type reactions.One route starts with 6-alkyl-1,4-dioxa-8-thiaspirodecane 8,8-dioxides (8) and another with 7-alkyl-1,4-dioxa-7-(p-tolylsulfonyl)-8-thiaspirodecane 8,8-dioxides (15), followed by acid-catalyzed cleavage of the 1,3-dioxolane ring of 1,4-dioxaspironon-7-enes 9 and 16 to afford 4 and 5.

TETRAHYDROTHIOPYRAN-4-ONE. A USEFUL 5 C SYNTHON FOR THE SYNTHESIS OF 3-CYCLOPENTENONES

2-Alkyl-3-cyclopentenones were prepared in moderate yields starting from tetrahydrothiopyran-4-one by the one-pot Ramberg-Baecklung reaction of 6-alkyl-1,4-dioxa-8-thiaspirodecane-8,8-dioxides, followed by acid catalyzed de-dioxolanation.