One-Pot Tandem Nickel-Catalyzed α-Vinyl Aldol Reaction and Cycloaddition Approach to [1,2,3]Triazolo[1,5-a]quinolines

초록

A one-pot tandem approach to [1,2,3]triazolo[1,5-A]quinolines was developed from (E)-β-chlorovinyl ketones and 2-Azidoaryl carbonyls using a sequence of α-vinyl aldol and azide-Alkyne cycloaddition reactions. In particular, the intramolecular azide-Alkyne cycloaddition of allenol intermediates was readily promoted by a synergistic action of NEt3 and nickel catalysts. Given that the [1,2,3]triazolo[1,5-A]quinolines are useful synthetic precursors to α-diazoimines through ring-chain isomerization process, the subsequent denitrogenative transformations should provide ready access to valuable heterocyclic compounds. © 2022 Organic Letters. All rights reserved.

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