Journal
CHEMICAL COMMUNICATIONS
Volume 53, Issue 98, Pages 13129-13132Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7cc07269d
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Funding
- National Natural Science Foundation of China [21662029]
- Young Scientists Foundation of Shihezi University [RCZX201546, 2015ZRKXJQ05]
- Excellent Young Teachers Plan of Bingtuan [CZ027203]
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An efficient N-heterocyclic carbene (NHC) catalyzed sulfa-Michael addition (SMA) between enals and thiols has been developed. Under the catalysis of 10 mol% stable free carbene IPr and with 20 mol% hexafluoroisopropanol (HFIP) as an additive, enals react with a variety of thiols to afford the SMA adducts in 54-98% yields. In this process, the free carbene preferentially interacts with thiols through hydrogen-bonding and no NHC-catalyzed extended Umpolung transformations were observed.
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