ortho -Selective Dearomative [2π + 2σ] Photocycloadditions of Bicyclic Aza-Arenes
University of Münster · University of California, Los Angeles
Abstract
Dearomative photocycloadditions are valuable chemical transformations, serving as an efficient platform to create three-dimensional molecular complexity. However, the photolability of the original addition product especially within the context of ortho cycloadditions often causes undesired consecutive rearrangements, rendering these ortho cycloadducts elusive. Herein, we report an ortho-selective intermolecular photocycloaddition of bicyclic aza-arenes including (iso)quinolines, quinazolines, and quinoxalines by utilizing a strain-release approach. With bicyclo[1.1.0]butanes as coupling partners, this dearomative [2π + 2σ] cycloaddition enables the straightforward construction of C(sp3)-rich…
Citation impact
- FWCI
- 29.21
- Percentile
- 100%
- References
- 102
Authors
10Topics & keywords
- Bicyclic molecule
- Chemistry
- Cycloaddition
- Intermolecular force
- Context (archaeology)
- Selectivity
- Combinatorial chemistry
- Stereochemistry
- Affordable and clean energy