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Stereoselective Formation of Z ‐ or E ‐Vinyl Thioethers from Arylthiols and Acetylenes under Transition‐Metal‐Free Conditions
Author(s) -
Liao Yunfeng,
Chen Shanping,
Jiang Pengcheng,
Qi Hongrui,
Deng GuoJun
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201300727
Subject(s) - chemistry , transition metal , yield (engineering) , sulfide , stereoselectivity , selectivity , potassium , solvent , base (topology) , metal , phosphate , organic chemistry , medicinal chemistry , polymer chemistry , catalysis , metallurgy , mathematical analysis , materials science , mathematics
Vinyl sulfide formation with good yield and high regio‐ and stereoselectivities from thiols and acetylenes under transition‐metal‐free conditions is described. Potassium phosphate was used as an effective additive to enhance the reaction yield and selectivity. Z ‐Vinyl sulfides were predominately formed in the presence of potassium phosphate, whereas E ‐vinyl sulfides were formed under solvent‐ and base‐free conditions.