1. [3 + 3]-Cycloaddition Reactions of α-AcidicIsocyanides with 1,3-Dipolar Azomethine Imines.
- Author
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Du, Juan, Xu, Xianxiu, Li, Yifei, Pan, Ling, and Liu, Qun
- Subjects
- *
RING formation (Chemistry) , *ISOCYANIDES , *SCHIFF bases , *IMINES , *ORGANIC synthesis , *HETEROCYCLIC compounds - Abstract
α-Acidic isocyanidesare versatile reagents in organicsynthesis, especially for the synthesis of five-membered heterocyclesvia [3 + 2]-cycloaddition reactions with activated multiplebonds. In this communication, the first [3 + 3]-cross-cycloadditionof α-acidic isocyanides with 1,3-dipolar azomethine iminesto generate a series of 1,2,4-triazine derivatives with significantregiochemical control under mild catalytic reaction conditionsis described. This new strategy shows that α-acidic isocyanidescan also be taken as potent reagents for the synthesis of six-memberedheterocycles through [3 + 3]-cross-cycloaddition reactionswith 1,3-dipoles. [ABSTRACT FROM AUTHOR]
- Published
- 2014
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