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Photocatalytic Isocyanide-Based Multicomponent Domino Cascade toward the Stereoselective Formation of Iminofurans.

Authors :
Pelliccia S
Alfano AI
Luciano P
Novellino E
Massarotti A
Tron GC
Ravelli D
Giustiniano M
Source :
The Journal of organic chemistry [J Org Chem] 2020 Feb 21; Vol. 85 (4), pp. 1981-1990. Date of Electronic Publication: 2020 Jan 10.
Publication Year :
2020

Abstract

A visible-light-promoted three-component isocyanide-based synthesis of iminofurans is herein reported. The reaction proved to be general in scope and proceeds through a triple domino process. Control experiments with <superscript>18</superscript> O-labeled water and TEMPO provided key mechanistic insights for delineating the reactivity paradigms crucial to design efficient photoredox isocyanide-based domino transformations.

Details

Language :
English
ISSN :
1520-6904
Volume :
85
Issue :
4
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
31880934
Full Text :
https://doi.org/10.1021/acs.joc.9b02709