Straightforward and highly efficient catalyst-free regioselective reaction of thiol to β-nitrostyrene: a concise synthesis of vinyl sulfide and nitro sulfide

Cheng Ming Chu, Zhijay Tu, Pohsi Wu, Chieh Chieh Wang, Ju Tsung Liu, Chun Wei Kuo, Yu Hsuan Shin, Ching Fa Yao

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17 Citations (Scopus)


Under catalyst-free reaction conditions, solvent-mediated addition of thiol 2 to β-nitrostyrene 1 proceeded with regioselective control to afford either adduct 3 or vinyl sulfide 4 in good to excellent yield. Thermodynamic and autocatalytic reaction mechanisms were proposed to rationalize the products thus formed.

Original languageEnglish
Pages (from-to)3878-3885
Number of pages8
Issue number19
Publication statusPublished - 2009 May 9


ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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