177213-26-2

Upstream product

• 14593-43-2 benzyl allyl ether 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 60656-87-3 benzyloxyacetoaldehyde 
• 60682-95-3 1-(diethoxyphosphorylmethylsulfonyl)-4-methylbenzene 
• 3185-99-7 Methyl p-tolyl sulfone 

Downstream Products

• 154581-58-5 (E/Z)-3-benzyloxy-1-(4-tolylsulfonyl)-2-propene 
• 185811-87-4 1-benzyloxy-3-(4-tolylsulfonyl)-1-pentadecen-4-ol 
• 185811-94-3 1-acetoxy-9-benzyloxy-7-(4-tolylsulfonyl)-8-nonen-6-ol 
• 185811-93-2 1,6-bis(benzyloxy)-4-(4-tolylsulfonyl)-5-hexen-3-ol 
• 185811-92-1 (Z)-1,5-bis(benzyloxy)-3-(4-tolylsulfonyl)-4-penten-2-ol 
• 185811-91-0 (9E,11E)-1-benzyloxy-3-(4-tolylsulfonyl)-1,9,11-tridecatrien-4-ol 
• 185811-89-6 4-benzyloxy-1-cyclohexyl-2-(4-tolylsulfonyl)-3-buten-1-ol 
• 146174-60-9 5-<2-benzyloxyethyl>-2-oxo-4-(4-tolylsulfonyl)tetrahydrofuran 
• 146174-52-9 5-<2-benzyloxyethyl>-2-hydroxy-4-(4-tolylsulfonyl)tetrahydrofuran 
• 146174-59-6 5-benzyloxymethyl-2-oxo-4-(4-tolylsulfonyl)tetrahydrofuran 
• 146174-51-8 5-benzyloxymethyl-2-hydroxy-4-(4-tolylsulfonyl)tetrahydrofuran 
• 185811-90-9 6-benzyloxy-2,2-dimethyl-4-(4-tolylsulfonyl)-5-hexen-3-ol 
• 146174-54-1 4-(4-tolylsulfonyl)-2-oxo-5-undecyltetrahydrofuran 
• 146174-46-1 2-hydroxy-4-(4-tolylsulfonyl)-5-undecyltetrahydrofuran 

Relevant academic research and scientific papers

An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction

An improved one-pot method to synthesize vinyl sulfones from unsaturated systems by using molecular iodine/sodium arenesulfinate/sodium acetate as reagents was described. Vinyl sulfones derived from styrene derivatives were generally obtained in good to excellent yields except for those bearing strong electron releasing substituent. Aliphatic alkenes and activated alkenes gave the corresponding vinyl sulfone products in moderate to good yields. Arylacetylenes yielded the respective β-iodovinyl sulfones in good yields while low yield was observed with aliphatic terminal alkyne. The potentials of the method entail simplicity, short reaction time, non-anhydrous reaction conditions, employing inexpensive, non-metallic reagent and integrating two reactions that are commonly accomplished separately into a single operation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file. Copyright Taylor & Francis Group, LLC.

PhI(OAc)2/KI-mediated reaction of aryl sulfinates with alkenes, alkynes, and α,β-unsaturated carbonyl compounds: Synthesis of vinyl sulfones and β-iodovinyl sulfones

(Diacetoxyiodo)benzene [PhI(OAc)2, DIB] was able to promote the reaction of sodium aryl sulfinate and potassiumiodide (KI) with alkenes and alkynes to afford the corresponding vinyl sulfones and β-iodovinyl sulfones, respectively, in good yield

(Alkoxyallyl)sulfones as enal β-anion equivalents. Synthesis of 5-substituted 2(5H)-furanones

2(5H)-Furanones 14 may be prepared in a four-step sequence starting from (alkoxyallyl)sulfone 10 and aldehydes.

Alkylation of oxiranyl anions

Oxiranyllithium compounds generated from epoxy sulfones by deprotonation with n-butyllithium in THF at -100°C react with α-alkoxy alkyl triflates to give new substituted epoxides in high yields.

1-Benzyloxy-3-(p-tolylsulfonyl)propene as an acrolein β-anion equivalent. Synthesis of 4-substituted 2-butenolides

Lithiation of 1-benzyloxy-3-(p-tolylsulfonyl)propene 6 and reaction with aldehydes give alcohols 7. Sequential hydrolysis-cyclization, oxidation and DBU-mediated elimination of dine elements of p-TolSO2H gives 4-substituted 2-butenolides 10 in good overall yield.