Organic letters | 2019

Iron-Catalyzed Oxyalkylation of Terminal Alkynes with Alkyl Iodides.



A general oxyalkylation of terminal alkynes enabled by iron catalysis has been developed. Primary and secondary alkyl iodides acted as the alkylating reagents and afforded a range of α-alkylated ketones under mild reaction conditions. Acetyl tert-butyl peroxide (TBPA) was used as the radical relay precursor, providing the initiated methyl radical to start the radical relay process. Preliminary mechanistic studies were conducted, and late-stage functionalizations of natural product derivatives were performed.

Volume 21 1
Pages \n 261-265\n
DOI 10.1021/acs.orglett.8b03689
Language English
Journal Organic letters

Full Text