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Published on: April 19, 2019
Visible Light-Induced Decomposition of Acyl Peroxides Using Isocyanides: Synthesis of Heteroarenes by Radical Cascade
Navin Yadav1, Sushil Ranjan Bhatta1, Jarugu Narasimha Moorthy1,2
1Department of Chemistry, Indian Institute of Technology, Kanpur, Uttar Pradesh 208016, India.
Abstract:
Visible light-mediated facile synthesis of heteroarenes, namely, isoquinolines, benzothiazoles, and quinazolines, is demonstrated by employing isocyanides and inexpensive acyl peroxides. It is shown for the first time that singlet-excited isocyanides decompose acyl peroxides into aryl/alkyl radicals. The latter attack isocyanides, yielding imidoyl radicals that subsequently cyclize to afford heteroarene products. The protocol involving radical cascade reactions obviates the requirement of any external photocatalyst, oxidant, additive, and base.
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