61357-28-6Relevant articles and documents
Synthesis of α-Chlorolactams by Cyanoborohydride-Mediated Radical Cyclization of Trichloroacetamides
Coussanes, Guilhem,Jakobi, Harald,Lindell, Stephen,Bonjoch, Josep
supporting information, p. 8151 - 8156 (2018/05/30)
A cyanoborohydride-promoted radical cyclization methodology has been developed to access α-chlorolactams in a simple and efficient way using NaBH3CN and trichloroacetamides easily available from allylic and homoallylic secondary amines. This methodology allowed the synthesis of a library of α-chlorolactams (mono- and bicyclic), which were tested for herbicidal activity, trans-3-chloro-4-methyl-1-(3-trifluoromethyl)phenyl-2-pyrrolidinone being the most active.
Radical reactions using decacarbonyldimanganese under biphasic conditions
Huther, Nathalie,McGrail, P. Terry,Parsons, Andrew F.
, p. 1740 - 1749 (2007/10/03)
Radical reactions of alkyl halides, initiated by photolysis in the presence of decacarbonyldimanganese, can be performed in biphasic media. Reactions in the presence of aqueous sodium hydroxide together with a phase-transfer catalyst result in the efficient removal of manganese halide by-products and also lead to the regeneration of decacarbonyldimanganese. A range of efficient radical couplings, cyclisations and intermolecular addition reactions were performed under these conditions. This included the development of a new tandem radical addition-ionic cyclisation sequence that was employed in a short approach to (±)-coronamic acid. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
