Photoredox catalysis has revolutionized C-C and C-X bond formation. The high functional group tolerance and versatility of these transformation make them directly applicable to elaborated compounds at the very late stage of the synthesis. Recently we demonstrated such utility for drug discovery with α-heteroarylation of N-protected secondary amines1. We then envisioned a new protocol for the formylation of N-Heteroarenes under photoredox conditions first using 1,3,5-trioxane, thus showing also a broad substrate scope. During the course of these studies, the Merck group published a formylation methodology using trioxane under thermal conditions2. The photoredox protocol was then extended further to dioxolane as a coupling partner allowing the subsequent formation of the formyl derivative under milder oxidative conditions compared to trioxane, therefore capitalizing fully on the functional group tolerance. Seeking broader impact in a drug discovery setting, the photoredox and thermal scope were compared, probed for complementarity yielding new conditions amenable to parallel synthesis.

Novel dioxolane mediated formylation of heteroarenes: Complementarity between photoredox and thermal conditions

Macromolecular Chemistry: The Second Century

[Author Benefits](https://scimeetings.acs.org/?utm_source=pubs_content_marketing&utm_medium=website&utm_campaign=0320_MCF_NPI_Launch_Spring_Homepage&ref=pubs_content_marketing)

[How to use SciMeetings](https://storage.googleapis.com/dl.morressier.com/acs/SciMeetings-ACSSpring2020-HowToGuide_M3020-Final.pdf)

[Frequently Asked Questions](https://storage.googleapis.com/dl.morressier.com/acs/SciMtng_ACSNMSp2020_FAQ_M3120_Final.pdf)

ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.