Synthesis of 3-Phenylsulfonylcoumarins by Cyclisation of Phenyl Propiolates with Sulfinic Acids or Sodium Sulfinates
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Methods for the synthesis of 3-phenylsulfonylcoumarins by radical sulfonylation cyclisation of phenyl propiolates with sulfinic acids or sodium sulfinates as sulfonyl sources have been developed. A combination of potassium persulfate as oxidant and silver nitrate as catalyst, or tert-butyl hydroperoxide as oxidant and potassium iodide as catalyst were used. The products were formed by an ipso-cyclisation/1,2-ester migration mechanism. The toleration of functional groups is broad and the yield is up to 96%.
2009 ◽
Vol 351
(1-2)
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pp. 93-96
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2016 ◽
Vol 358
(2)
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pp. 212-217
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2011 ◽
Vol 353
(2-3)
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pp. 401-410
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2010 ◽
Vol 51
(16)
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pp. 2170-2173
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