Journal of Photochemistry and Photobiology A: Chemistry 355 (2018) 220–225 Contents lists available at ScienceDirect Journal of Photochemistry and Photobiology A: Chemistry journal home page : www.elsevier.com/locat e/jphotochem Short note Visible light-promoted radical benzannulation of diazoketones with alkynes leading to polysubsituted naphthols Yuwei He, Haoguo Chen, Linyong Li, Jun Huang, Tiebo Xiao, Devireddy Anand, Lei Zhou School of Chemistry, Sun Yat-Sen University, 135 Xingang West Road, Guangzhou 510275, China A R T I C L E I N F O A B S T R A C T Article history: A visible light-promoted radical benzannulation of diazoketones and alkynes for the synthesis of Received 20 June 2017 Received in revised form 30 August 2017 polysubsituted naphthols was developed. Unlike the classic Danheiser benzannulation of diazoketones Accepted 11 September 2017 and alkynes via vinylcarbene intermediates, the reaction proceeds through a radical process, affording Available online 13 September 2017 various polysubsituted naphthols with different regioselectivity. It represents a rare example of the activation of diazoketones by visible light photoredox catalysis, which generates enolated vinyl radical Keywords: ions under mild and environmentally friendly conditions. Diazo compound © 2017 Elsevier B.V. All rights reserved. Radical Benzannulation Naphthol Visible light 1. Introduction Over the
Journal of Photochemistry and Photobiology A: Chemistry – Elsevier
Published: Mar 15, 2018
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