Synlett
DOI: 10.1055/a-1403-4613
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EuCheMS Organic Division Young Investigator Workshop

Unlocking the Synthetic Potential of Light-Excited Aryl Ketones: Applications in Direct Photochemistry and Photoredox Catalysis

,
Sara Cuadros
,
Alberto Vega-Peñaloza
,
This work was supported by the Università degli Studi di Padova (University of Padova) (P-DiSC#11BIRD2020-UNIPD) and the Fondazione Cassa di Risparmio di Padova e Rovigo (CariParo Foundation) (Synergy, Progetti di Eccellenza 2018) (L.D). S.C. thanks the DiMED at UniPD for a postdoctoral fellowship.


Abstract

In this Account, we summarize the contributions of our group to the field of photochemistry and photocatalysis. Our work deals with the development of novel synthetic methods based on the exploitation of photoexcited aryl ketones. The application of new technologies, such as microfluidic photoreactors (MFPs), has enhanced the synthetic performance and scalability of several photochemical methods, e.g., Paternò–Büchi and photoenolization/Diels–Alder processes, while opening the way to unprecedented reactivity. In addition, careful mechanistic analysis of the developed methods has been instrumental in disclosing a new family of powerful organic photocatalysts that can mediate several thermodynamically extreme photoredox processes.

1 Introduction

1.1 Shining Light on Aryl Ketones: From the Historical Background to Recent Synthetic Applications

1.2 Preliminary Mechanistic Considerations

2 Synthetic Transformations Driven by Triplet State Benzophenones

3 Synthetic Transformations Driven by Triplet State o-Alkyl-Substituted Benzophenones

4 The Evolution of Aryl-Ketone-Derived Products: Applications in Organophotoredox Catalysis

5 Conclusions and Future Directions



Publication History

Received: 16 February 2021

Accepted after revision: 02 March 2021

Publication Date:
02 March 2021 (online)

© 2021. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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