Temperature Controlled Selective C-S or C-C Bond Formation: Photocatalytic Sulfonylation versus Arylation of Unactivated Heterocycles Utilizing Aryl Sulfonyl Chlorides
A visible-light-induced photocatalytic method for the arylsulfonylation of heterocycles has been developed. The synthetic utility of this reaction is reflected by the direct use of commercially available sulfonyl chlorides and heterocycles under room temperature conditions. Complementarily, the photocatalytic arylation of heterocycles by sulfonyl chlorides via extrusion of SO2 is feasible at elevated temperature conditions, allowing switching between arylation or arylsulfonylation with excellent chemoselectivity.
Pagire, Santosh K.,Hossain, Asik,Reiser, Oliver
supporting information
p. 648 - 651
(2018/02/09)
Sulfonylation of five-membered heterocycles via an SNAr reaction
An efficient, concise, and transition metal-free synthesis of functionalized sulfonylated five-membered heterocyclic compounds via an S NAr reaction has been developed. Using commercially available sodium sulfinates as sulfonylation reagents, various five-membered heterocyclic sulfones were obtained in good yields.
A mild and efficient synthesis of aryl sulfones from aryl chlorides and sulfinic acid salts using microwave heating
The CuCl-catalyzed coupling of aryl chlorides and sulfinic acid salts provides a simple and extremely efficient route to unsymmetrical aryl sulfones in high to excellent yields under microwave irradiation within 3-30 minutes. Georg Thieme Verlag Stuttgart · New York.
Yuan, Yan-Qin,Guo, Sheng-Rong
supporting information; experimental part
p. 2750 - 2756
(2011/12/04)
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