133332-47-5Relevant articles and documents
Chlorination of Conjugated Nitroalkenes with PhICl 2and so 2Cl 2for the Synthesis of α-Chloronitroalkenes
Fadeeva, Anastasia A.,Ioffe, Sema L.,Tabolin, Andrey A.
supporting information, p. 2679 - 2688 (2020/11/02)
Chlorination of conjugated nitroalkenes with iodobenzene dichloride or sulfuryl chloride to give target α-chloronitroalkenes in good yields is described. Details of the procedure depend on the donating ability of the nitroalkene substituents. The activity of the described chlorinating agents increases in order 'PhICl 2/Py' 2Cl 2' 2Cl 2/HCl' with the former producing the best yields for highly donating substrates and the latter for non-activated groups. An autocatalytic role of hydrogen chloride and the chemoselectivity of chlorination were also demonstrated.
Practical large-scale preparation of (r)-rolipram using chiral nickel catalyst
Wen, Lixin,Tang, Feiyu,Ge, Chengsheng,Wang, Xiaodong,Han, Zhi,Wu, Jianyi
experimental part, p. 3288 - 3295 (2012/10/08)
Antidepressant drug (R)-rolipram was readily prepared on a large scale from isovanilline via a succinct route. The key reaction was carried out using a 1 mol% loading of nickel(II)-bis[(S,S)-N,N-dibenzylcyclohexane-1,2-diamine]Br2 complex as the catalyst.
Conjugated addition of bis(oxazolinyl)zinc to substituted 2-nitrovinyl benzenes: an alternative synthesis of (±)-Rolipram
Oliveira, Alfredo R.M.,Villar, José A.F.P.,Simonelli, Fabio,Gariani, Rogério A.,Wosch, Celso L.,Zarbin, Paulo H.G.
, p. 1507 - 1509 (2008/02/02)
In this letter we present a new 2,4,4-trimethyl-2-oxazoline anion-zinc derivative that has a remarkable thermal stability when compared with the corresponding cyanocuprate counterpart. The yields from conjugated addition to several 2-nitrovinyl benzenes are moderate to good and the reaction itself is easier to execute and cleaner. As an application, this methodology was applied to an alternative synthesis of (±)-Rolipram, a drug with several interesting biological activities.
