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Phosphine-promoted [4 + 3] annulation of allenoate with aziridines for synthesis of tetrahydroazepines: phosphine-dependent [3 + 3] and [4 + 3] pathways

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Abstract

In this manuscript, phosphine-dependent [3 + 3] and [4 + 3] annulation reactions of allenoate with aziridines were disclosed. The alkyldiphenylphosphine-promoted [4 + 3] annulation of allenoate with aziridines has been achieved under mild conditions, providing biologically interesting functionalized tetrahydroazepines in moderate to excellent yield with moderate to excellent regioselectivity and diastereoselectivity.

Graphical abstract: Phosphine-promoted [4 + 3] annulation of allenoate with aziridines for synthesis of tetrahydroazepines: phosphine-dependent [3 + 3] and [4 + 3] pathways

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Supplementary files

Article information


Submitted
30 Nov 2018
Accepted
26 Dec 2018
First published
09 Jan 2019

This article is Open Access

RSC Adv., 2019,9, 1214-1221
Article type
Paper

Phosphine-promoted [4 + 3] annulation of allenoate with aziridines for synthesis of tetrahydroazepines: phosphine-dependent [3 + 3] and [4 + 3] pathways

H. Liu, Y. Lin, Y. Zhao, M. Xiao, L. Zhou, Q. Wang, C. Zhang, D. Wang, O. Kwon and H. Guo, RSC Adv., 2019, 9, 1214
DOI: 10.1039/C8RA09852B

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