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1,4,2-Diazaborole-type heterocycle from 2 H -azirine-2-carboxylate and [(alkylamino)methyl]trifluoroborate

Tetrahedron Letters, ISSN: 0040-4039, Vol: 102, Page: 153953
2022
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Article Description

A 1,4,2-diazaborole-type heterocycle was obtained via addition of [(alkylamino)methyl]-trifluoroborate to 2 H -azirine-2-carboxylate. The molecular structure of the product was confirmed by X-ray crystallography. The reaction proceeded at ambient temperature without metal catalysts and induced cleavage of the azirine C2–C3 bond without photoirradiation. This product can be regarded as a boron-containing peptidomimetic molecule that has potential applications in medicinal and synthetic chemistry.

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