Visible Light-Induced Reductive Alkynylation of Aldehydes by Umpolung Approach

Autor:	Ibuki Tanaka, Masaya Sawamura, Yohei Shimizu
Rok vydání:	2021
Předmět:	Organic Chemistry Physical and Theoretical Chemistry Biochemistry
Zdroj:	Organic Letters. 24:520-524
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.1c03927
Popis:	Reductive alkynylation of aldehydes by the Umpolung approach was developed using a photoredox catalyst under blue LED irradiation. Ketyl radicals, generated by single-electron reduction of aldehydes through proton-coupled electron transfer (PCET), reacted with electrophilic alkynylsulfones. Sterically demanding bulky aldehydes reacted smoothly under the Umpolung reaction conditions. Moreover, the alkynylation proceeded chemoselectively with an aryl aldehyde group in the presence of other carbonyl groups including an aliphatic aldehyde group.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::2bbab38fea9e726eb2d50b4dcdf5bfa1 https://doi.org/10.1021/acs.orglett.1c03927 Zobrazit plný text záznamu