biostudies-literatureQi LNational Natural Science Foundation of China33450-33454https://www.ebi.ac.uk/biostudies/studies/S-EPMC9056709biostudies-literatureUnknown10(55)A highly regioselective thiocyanatothiolation of alkynes and alkenes assisted by hydrogen bonding under simple and mild conditions is developed. Our thiocyanatothiolation reagents are readily available ammonium thiocyanate and <i>N</i>-thiosuccinimides. This metal-free system offers good chemical yields for a wide range of alkyne and alkene substrates with good functional group tolerance.RSC advancesRegio- and stereoselective thiocyanatothiolation of alkynes and alkenes by using NH₄SCN and <i>N</i>-thiosuccinimides.PMC9056709NSFC-21672035Qi LXiao LLiu SfalseRegio- and stereoselective thiocyanatothiolation of alkynes and alkenes by using NH₄SCN and <i>N</i>-thiosuccinimides.A highly regioselective thiocyanatothiolation of alkynes and alkenes assisted by hydrogen bonding under simple and mild conditions is developed. Our thiocyanatothiolation reagents are readily available ammonium thiocyanate and <i>N</i>-thiosuccinimides. This metal-free system offers good chemical yields for a wide range of alkyne and alkene substrates with good functional group tolerance.2020-01-01T00:00:00Z2020 Sep2024-11-20T15:15:25.125Z2024-11-20T15:15:25.125ZS-EPMC90567093551507110.1039/d0ra06913b