Journal
ACS CATALYSIS
Volume 7, Issue 6, Pages 4053-4056Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b01025
Keywords
photocatalysis; robustness screen; regioselective; indoles; benzotriazoles; mechanism-based screening
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Funding
- DFG
- SusChemSys2.0
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Herein, we describe a photoinitiated and regioselective synthesis of 2-substituted indoles under mild reaction conditions. This biologically privileged scaffold was accessed in good yields from N-aroylbenzotriazoles, a quencher class previously identified using our mechanism-based luminescence screening, and terminal alkynes in the presence of a photocatalyst and blue light irradiation. This straightforward protocol displays a broad substrate scope and functional group tolerance. Furthermore, the mildness and robustness of the reaction were assessed by the application of an additive-based robustness screen. The determination of the reaction quantum yield and Stern-Volmer studies support the proposed photo initiated radical chain mechanism.
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