期刊
ORGANIC LETTERS
卷 21, 期 19, 页码 8037-8043出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03020
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资金
- Hong Kong Research Grants Council [PolyU 153037-14P, PolyU 153023-17P]
- State Key Laboratory for Chemical Biology and Drug Discovery
Herein we report a metal-free photocatalytic coupling reaction for the synthesis of structurally and functionally diverse N-alkyl hydrazones from alpha-diazoacetates and N-alkyl hydroxyphthalimide esters. By employing Rose Bengal as a photocatalyst with yellow LEDs irradiation, over 60 N-alkyl hydrazones were synthesized. Fluorescence quenching analysis and deuterium incorporation experiments reveal that Hantzsch ester serves as both an electron donor and proton source for the reaction. This strategy offers a simple retrosynthetic disconnection for conventionally inaccessible C(sp(3))-rich N-alkyl hydrazones.
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