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TBHP promoted demethylation of α-amino carbonyl compounds: a concise approach to substituted γ-lactams

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Abstract

A novel tert-butyl hydroperoxide (TBHP) promoted CH2-extrusion reaction of α-amino carbonyl compounds has been developed, which is driven by a demethylenation process to give various ring contraction products γ-lactams under radical conditions. The reaction shows good functional group tolerance and excellent chemo/regioselectivity; all the desired products are obtained in moderate to excellent yields.

Graphical abstract: TBHP promoted demethylation of α-amino carbonyl compounds: a concise approach to substituted γ-lactams

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Publication details

The article was received on 22 Jan 2019, accepted on 03 Apr 2019 and first published on 04 Apr 2019


Article type: Research Article
DOI: 10.1039/C9QO00103D
Citation: Org. Chem. Front., 2019, Advance Article

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    TBHP promoted demethylation of α-amino carbonyl compounds: a concise approach to substituted γ-lactams

    X. Peng, H. Wang, F. Cao, H. Zhang, Y. Lu, X. Hu, W. Tan and Z. Wang, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00103D

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