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Facile conversion of petrochemical feedstocks into valuable amine molecules remains a long-standing challenge in organic chemistry. Here, we report a modular and practical alkene 1,1-carboamination technology that relies on sequential… Click to show full abstract
Facile conversion of petrochemical feedstocks into valuable amine molecules remains a long-standing challenge in organic chemistry. Here, we report a modular and practical alkene 1,1-carboamination technology that relies on sequential azo-ene reactions and attendant base-promoted N-N bond cleavage of azo-ene adducts with Grignard reagents. By employing allylic urazoles as imine surrogates, this method bypasses the conventional retrosynthetic logic of imine synthesis, thereby allowing for rapid access to diverse α-branched allylic amine derivatives.
Journal Title: Organic letters
Year Published: 2022
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