Development of a Continuous Photochemical Benzyne-Forming Process

Baumann, Marcus; Bracken, Cormac; Batsanov, Andrei S.

Abstract

A continuous-flow process is presented that enables the safe generation and derivatization of benzyne under photochemical conditions. This is facilitated by a new high-power LED lamp emitting light at 365 nm. The resulting flow process effectively controls the release of gaseous by-products based on an adjustable backpressure regulator and delivers a series of heterocyclic products in a short residence time of 3 minutes. The robustness of this methodology is demonstrated for the rapid generation of benzotriazoles, 2H-indazoles and various furan-derived adducts, facilitating the preparation of these important heterocyclic scaffolds via a simple and readily scalable flow protocol.

Citation

Baumann, M., Bracken, C., & Batsanov, A. S. (2021). Development of a Continuous Photochemical Benzyne-Forming Process. SynOpen, 05(01), 29-35. https://doi.org/10.1055/s-0040-1706016

• Journal Article Type: Article
• Acceptance Date: Jan 7, 2021
• Online Publication Date: Feb 1, 2021
• Publication Date: 2021
• Deposit Date: Sep 8, 2021
• Publicly Available Date: Sep 8, 2021
• Journal: SynOpen
• Electronic ISSN: 2509-9396
• Publisher: Thieme Open
• Peer Reviewed: Peer Reviewed
• Volume: 05
• Issue: 01
• Pages: 29-35
• DOI: https://doi.org/10.1055/s-0040-1706016
• Public URL: https://durham-repository.worktribe.com/output/1242121