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[3+3] Cycloadditions of Azomethine Ylides with Nitrile Imines for the Synthesis of 2,3,4,5‐Tetrahydro‐1,2,4‐Triazine‐5‐Carboxylates

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[3+3] cycloaddition of azomethine ylides with nitrile imines was established to access unnatural cyclic amino acids containing 1,2,4-triazines. A series of 2,3,4,5-tetrahydro-1,2,4-triazine-5-carboxylates were obtained in moderate to excellent yields under mild reaction conditions.


Abstract

An unprecedented and efficient [3+3] cycloaddition of azomethine ylides with nitrile imines has been achieved. A series of 2,3,4,5-tetrahydro-1,2,4-triazine-5-carboxylates were obtained in moderate to excellent yields. Notable features of this reaction include readily accessible reagents, broad substrate scope (34 examples), mild reaction conditions and operational simplicity.

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