470458-71-0Relevant academic research and scientific papers
Formation of meta-arylsulfanyl- and meta-(alkylsulfanyl)phenols from cyclohexane-1,3-diones
Do Van Thanh, Nhan,Patra, Subrata,Clive, Derrick L.J.
, p. 4343 - 4350 (2018/07/13)
Reaction of cyclohexane-1,3-diones with TsCl/Et3N and treatment of the resulting 3-(tosyloxy)cyclohex-2-en-1-ones with aryl- or alkyl thiols and K2CO3 in MeCN gives 3-(arylsulfanyl)cyclohex-2-en-1-ones or 3-(alkylsulfanyl)cyclohex-2-en-1-ones, respectively. These compounds are easily brominated at C-2 by using NBS in MeCN; exposure to DBU in MeCN at room temperature then causes aromatization to afford meta-arylsulfanyl- and meta-(alkylsulfanyl)phenols.
Asymmetric allylic alkylation of cyclic vinylogous esters and thioesters by Pd-catalyzed decarboxylation of enol carbonate and β-ketoester substrates
Trost, Barry M.,Bream, Robert N.,Xu, Jiayi
, p. 3109 - 3112 (2007/10/03)
(Chemical Equation Presented) Excellent yields and enantioselectivities were achieved for the palladium-catalyzed asymmetric allylic alkylation of vinylogous thioesters. The close-to-neutral reaction conditions ensure that this reaction can tolerate a wide range of functionalities. Furthermore, this approach provides a convenient protocol for the synthesis of synthetically important α,α- and γ,γ-di-substituted cycloalkenones.
6-Exo-spiro (alkoxycarbonylamino)methyl radical cyclization: highly regio- and stereoselective synthesis of (-)-sibirine.
Koreeda, Masato,Wang, Yamin,Zhang, Liming
, p. 3329 - 3332 (2007/10/03)
[reaction: see text] The (methoxycarbonylamino)methyl radical can be readily generated from its PhSe precursor and undergoes preferential 6-exo-spiro cyclization when PhSO(2) is attached at the distal alkene carbon. This property was applied to the synthe
