Methyl Radical Initiated Kharasch and Related Reactions was written by Tappin, Nicholas D. C.;Renaud, Philippe. And the article was included in Advanced Synthesis & Catalysis in 2021.Synthetic Route of C12H15NO3S This article mentions the following:
An improved procedure to run halogen atom and related chalcogen group transfer radical additions is reported. The procedure relies on the thermal decomposition of di-tert-butylhyponitrite (DTBHN), a safer alternative to the explosive diacetyl peroxide, to produce highly reactive Me radicals that can initiate the chain process. This mode of initiation generates byproducts that are either gaseous (N2) or volatile (acetone and Me halide) thereby facilitating greatly product purification by either flash column chromatog. or distillation In addition, remarkably simple and mild reaction conditions (refluxing EtOAc during 30 min under normal atm.) and a low excess of the radical precursor reagent (2 equiv) make this protocol particularly attractive for preparative synthetic applications. This initiation procedure has been demonstrated with a broad scope since it works efficiently to add a range of electrophilic radicals generated from iodides, bromides, selenides and xanthates over a range of unactivated terminal alkenes. A diverse set of radical trap substrates exemplifies a broad functional group tolerance. Finally, di-tert-Bu peroxyoxalate (DTBPO) is also demonstrated as alternative source of tert-butoxyl radicals to initiate these reactions under identical conditions which gives gaseous byproducts (CO2). In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Synthetic Route of C12H15NO3S).
1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Synthetic Route of C12H15NO3S
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem