27129-32-4Relevant academic research and scientific papers
Facile synthesis of 4-arylsulfanylcoumarin library through reaction of 4-tosyloxycoumarins with thiols on solid phase
Wu, Jie
, p. 562 - 563 (2006)
Diversified 4-urylsulfanylcoumarins were generated under extremely mild conditions on solid phase with a silyl linker based macro-beads by base-promoted reaction of 4-tosyloxycoumarins with thiols. Copyright
Efficient synthesis of 4-sulfanylcoumarins from 3-bromo-coumarins: Via a highly selective DABCO-mediated one-pot thia-Michael addition/elimination process
Mostardeiro, Vitor B.,Dilelio, Marina C.,Kaufman, Teodoro S.,Silveira, Claudio C.
, p. 482 - 491 (2020/01/13)
A facile and efficient protocol for the highly selective direct sulfanylation of 3-bromocoumarins under DABCO promotion, was developed. The transformation took place with aromatic and aliphatic thiols as well as with α,ω-dithiols, affording the expected products in very good to excellent yields. Simple and convenient ways to access 4-((ω-mercaptoalkyl) thio)coumarins and the dimeric 4,4′-(alkane-1,4-diylbis(sulfanediyl))bis(coumarins) were also devised with the use of α,ω-alkanedithiols in different ratios with regards to the starting 3-bromocoumarin. The transformation seems to proceed through the DABCO-mediated thia-Michael stereoselective addition of the thiolate anion to the α,β-unsaturated carbonyl system of the coumarin, followed by a DABCO-assisted stereoselective dehydrobromination of the resulting α-bromo carbonyl intermediate.
Direct sulfanylation of 4-hydroxycoumarins with thiols in water
Peng, Yi-Yuan,Wen, Yanfang,Mao, Xuechun,Qiu, Guanyinsheng
experimental part, p. 2405 - 2406 (2009/07/26)
The direct sulfanylation of 4-hydroxycoumarins with thiols via C-OH bond activation in water under mild conditions is described, which afforded the corresponding 4-sulfanylcoumarins in good yields.
4-Thio coumarins
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Page/Page column 19, (2010/02/05)
4-thio substituted coumarin derivatives and coumarin dimers are provided, as well as processes for their preparation. A synthetic process for the preparation of 4-thio substituted coumarin derivatives is provided using mild reaction conditions, which main
