Tetrahedron letters2022,Vol.1025.DOI:10.1016/j.tetlet.2022.153953

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

Oba, Toru Takahashi, Hiroto Roppongi, Makoto Miyata, Kota
Tetrahedron letters2022,Vol.1025.DOI:10.1016/j.tetlet.2022.153953

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

Oba, Toru 1Takahashi, Hiroto 1Roppongi, Makoto 1Miyata, Kota1
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作者信息

  • 1. Utsunomiya Univ
  • 折叠

Abstract

A 1,4,2-diazaborole-type heterocycle was obtained via addition of [(alkylamino)methyl]-trifluoroborate to 2H-azirine-2-carboxylate. The molecular structure of the product was confirmed by X-ray crystallog-raphy. 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.(c) 2022 Elsevier Ltd. All rights reserved.

Key words

Azirine/2-Diazaborole/Peptidomimetics/Trifluoroborate/AZIRIDINE-MEDIATED LIGATION/CRYSTAL-STRUCTURE/RING EXPANSION

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出版年

2022
Tetrahedron letters

Tetrahedron letters

CCR
ISSN:0040-4039
被引量1
参考文献量29
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