First single electron transfer reaction on propargylic chloride in 5-nitroimidazole series through Biotage Initiator耐士科技

2015-02-27 10:10  下载量:2

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We report here the first example of an SRN1 reaction on propargylic chloride in heterocyclic series. The reaction of 4-(3-chloroprop-1-ynyl)-1,2-dimethyl-5-nitro-1H-imidazole with nitronate anions led to both the formation of the C-alkylated product through an SRN1 mechanism and the predominant ethylenic compound resulting from nitrous acid elimination on the C-alkylated product. Interestingly, in contrast to our previous works on SRN1 reactivity, no O-alkylated product was observed.

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