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Silver(I)‐Promoted Radical Sulfonylation of Allyl/Propargyl Alcohols: Efficient Synthesis of γ‐Keto Sulfones
Author(s) -
Fang Guichun,
Liu Jianquan,
Shang Weidong,
Liu Qun,
Bi Xihe
Publication year - 2016
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201601223
Subject(s) - propargyl , chemistry , sulfonyl , organic chemistry , catalysis , medicinal chemistry , sodium , alkyl
An efficient Ag 2 CO 3 ‐promoted sulfonylation of allyl/propargyl alcohols with sodium sulfinates has been developed. The reaction tolerates a wide range of functional groups to deliver γ‐keto sulfones in high yields (up to 93 %). Propargyl alcohols furnished trimerization product 1,3,5‐triaroylbenzenes in the presence of sodium methanesulfinate under the standard conditions. A mechanism involving a sulfonyl radical was suggested.