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N‐Benzoylhydrazones (=N′‐alkylidene‐substituted benzohydrazides) 1 are allylated efficiently by reaction with allyl bromide (2) in the presence of Zn in aqueous NH4Cl solution. The products 3 are formed in excellent yields (85–94%) within 35–50 min (Scheme, Table).
Three-component reactions of nitroarenes, benzaldehydes, and allyltributylstannane using indium in dilute aqueous HCl at room temperature afford the corresponding homoallylic amines in high yields within 5–10min. The conversion in one-pot synthesis involves the following steps: (i) reduction of nitro compounds to amines, (ii) formation of imines from amines and aldehydes, and (iii) allylation of imines.
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