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We are reporting on a new method of constructing dearomatized compounds from α-substituted aryltriazenes. Deprotonation occurs at C atom α to N3. Nucleophilic attack of generated anion at the ortho-position of aryl group forms a new carbon–carbon bond. A stereoselective reaction was observed when the substituents on the C α to N3 are tied together in either a pyrrolidine or a piperidine. The product...
A new approach to benzylamines using triazene compounds has been developed that is facilitated by the lithiation of aryltriazenes followed by treatment with an electrophile. The regioselectivity of the reaction can be controlled by means of the substituents in the aryl group. The reaction contains the following steps: intramolecular carbon–carbon bond formation involving lithiation of an alkyl group...
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