Photocatalytic Isocyanide-based Multicomponent Domino Cascade Towards the Stereoselective Formation of Iminofurans

Sveva Pelliccia; Antonella Ilenia Alfano; Paolo Luciano; Ettore Novellino; Alberto MASSAROTTI; Gian Cesare TRON; Davide Ravelli; Mariateresa Giustiniano

doi:10.1021/acs.joc.9b02709

Photocatalytic Isocyanide-based Multicomponent Domino Cascade Towards the Stereoselective Formation of Iminofurans

Sveva Pelliccia, Antonella Ilenia Alfano, Paolo Luciano, Ettore Novellino, Alberto MASSAROTTI, Gian Cesare TRON, Davide Ravelli, Mariateresa Giustiniano

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

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 ¹⁸O-labeled water and TEMPO provided key mechanistic insights for delineating the reactivity paradigms crucial to design efficient photoredox isocyanide-based domino transformations.

Original language	English
Pages (from-to)	1981-1990
Number of pages	10
Journal	Journal of Organic Chemistry
Volume	85
Issue number	4
DOIs	https://doi.org/10.1021/acs.joc.9b02709
Publication status	Published - 2020

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10.1021/acs.joc.9b02709

http://hdl.handle.net/11579/107968

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title = "Photocatalytic Isocyanide-based Multicomponent Domino Cascade Towards the Stereoselective Formation of Iminofurans",

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 18O-labeled water and TEMPO provided key mechanistic insights for delineating the reactivity paradigms crucial to design efficient photoredox isocyanide-based domino transformations.",

author = "Sveva Pelliccia and Alfano, {Antonella Ilenia} and Paolo Luciano and Ettore Novellino and Alberto MASSAROTTI and TRON, {Gian Cesare} and Davide Ravelli and Mariateresa Giustiniano",

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year = "2020",

doi = "10.1021/acs.joc.9b02709",

language = "English",

volume = "85",

pages = "1981--1990",

journal = "Journal of Organic Chemistry",

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T1 - Photocatalytic Isocyanide-based Multicomponent Domino Cascade Towards the Stereoselective Formation of Iminofurans

AU - Pelliccia, Sveva

AU - Alfano, Antonella Ilenia

AU - Luciano, Paolo

AU - Novellino, Ettore

AU - MASSAROTTI, Alberto

AU - TRON, Gian Cesare

AU - Ravelli, Davide

AU - Giustiniano, Mariateresa

PY - 2020

Y1 - 2020

N2 - 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 18O-labeled water and TEMPO provided key mechanistic insights for delineating the reactivity paradigms crucial to design efficient photoredox isocyanide-based domino transformations.

AB - 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 18O-labeled water and TEMPO provided key mechanistic insights for delineating the reactivity paradigms crucial to design efficient photoredox isocyanide-based domino transformations.

UR - https://iris.uniupo.it/handle/11579/107968

U2 - 10.1021/acs.joc.9b02709

DO - 10.1021/acs.joc.9b02709

M3 - Article

SN - 0022-3263

VL - 85

SP - 1981

EP - 1990

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 4

ER -

Photocatalytic Isocyanide-based Multicomponent Domino Cascade Towards the Stereoselective Formation of Iminofurans

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