Synthesis 2018; 50(23): 4651-4658
DOI: 10.1055/s-0037-1610822
paper
© Georg Thieme Verlag Stuttgart · New York

Gram-Scale Synthesis of β-Sulfonyl Styrenes

Meng-Yang Chang*
a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan   Email: mychang@kmu.edu.tw
b   Department of Medical Research, Kaohsiung Medical University Hospital, Kaohsiung 807, Taiwan
,
Yan-Shin Wu
a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan   Email: mychang@kmu.edu.tw
,
Yu-Ting Hsiao
a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan   Email: mychang@kmu.edu.tw
› Author Affiliations
The authors would like to thank the Ministry of Science and Technology of the Republic of China for the financial support (MOST 106-2628-M-037-001-MY3).
Further Information

Publication History

Received: 22 May 2018

Accepted after revision: 25 June 2018

Publication Date:
08 August 2018 (online)


Abstract

A simple and gram-scale synthesis of β-sulfonyl styrenes has been developed starting from one-pot PPA (polyphosphoric acid)-catalyzed 1,1-diacetoxylation of arylacetaldehydes (ArCH2CHO) with acetic anhydride (Ac2O) followed by deacetoxylative sulfonylation of the resulting 1,1-diacetate intermediate with sodium sulfinates (RSO2Na) in good yields under solvent-free conditions.

Supporting Information