Novel One-Pot Synthesis of N-Alkyl Arylamines from Oxime Ethers Using Organometallic Reagents

Abstract A novel one-pot synthesis of α,α-disubstituted secondary arylamines from oxime ethers has been developed by two separate additions of organometallic reagents. As a related arylamine construction, very efficient synthesis of N-(diallyl)methyl arylamines is achieved via domino reactions involving addition-eliminative re­arrangement-addition reactions of acyclic and cyclic oxime ethers with allylmagnesium bromide.