Access to pyrrolines and fused diaziridines by selective radical addition to homoallylic diazirines‡

文献情報

出版日 2023-12-29

DOI 10.1039/D3SC04886A

インパクトファクター 9.825

著者

Zhigang Ma, Xinxin Wu, Haotian Li, Zhu Cao

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要旨

Pyrroline derivatives are common in bioactive natural products and therapeutic agents. We report here a synthesis of pyrrolines and fused diaziridines by divergent radical cyclization of homoallylic diazirines, which can serve as an internal radical trap and a nitrogen source. This reaction proceeds by selective radical addition to CC or NN bonds followed by intramolecular cyclization. Frontier molecular orbital analysis provides a deep insight into the origin of the selectivity. The reaction demonstrates a new cyclization mode, broad functional group compatibility and high product diversity, and reveals a much broader chemical space for diazirine studies.

掲載誌

Chemical Science

CiteScore: 14.4

自己引用率: 3.9%

年間論文数: 1413

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Access to pyrrolines and fused diaziridines by selective radical addition to homoallylic diazirines‡

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