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Enamides are versatile precursors for synthesizing bioactive compounds. As their alkylations often require perstoichiometric amounts of oxidants, transition metals, or photocatalysts, we herein report a simple alternative for their alkylations by just using visible light to irradiate the mixture of the readily available -hydroxyphthalimide esters and enamides without an additive. The reaction involves the photoactivation of a π-π stacking EDA complex between the substrates.
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http://dx.doi.org/10.1021/acs.orglett.1c03006 | DOI Listing |
Org Lett
November 2021
School of Chemical Sciences, University of Chinese Academy of Sciences, Beijing 100049, China.
Enamides are versatile precursors for synthesizing bioactive compounds. As their alkylations often require perstoichiometric amounts of oxidants, transition metals, or photocatalysts, we herein report a simple alternative for their alkylations by just using visible light to irradiate the mixture of the readily available -hydroxyphthalimide esters and enamides without an additive. The reaction involves the photoactivation of a π-π stacking EDA complex between the substrates.
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