- Et3SiH + KO: T Bu provide multiple reactive intermediates that compete in the reactions and rearrangements of benzylnitriles and indolenines
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The combination of potassium tert-butoxide and triethylsilane is unusual because it generates multiple different types of reactive intermediates simultaneously that provide access to (i) silyl radical reactions, (ii) hydrogen atom transfer reactions to cl
- Arokianathar, Jude N.,Clark, Kenneth F.,Dimitrova, Daniela,Leach, Stuart G.,Murphy, John A.,Poole, Darren L.,Smith, Andrew J.
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p. 12364 - 12370
(2020/12/08)
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- Gold-Catalyzed Regiospecific C?H Annulation of o-Ethynylbiaryls with Anthranils: π-Extension by Ring-Expansion En Route to N-Doped PAHs
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We describe a novel, short, and flexible approach to diverse N-doped polycyclic aromatic hydrocarbons (PAHs) through gold-catalyzed π-extension of anthranils with o-ethynylbiaryls as reagents. This strategy uses easily accessible starting materials, is simple due to high step and atom economy, and shows good functional-group compatibility as well as scale-up potential. Mechanistically, the tandem reaction is proposed to involve a nucleophilic addition/ring opening/regiospecific C?H annulation/protodeauration sequence terminated by a Friedel–Crafts-type cyclization. Photophysical studies of the products indicated violet-blue fluorescence emission with quantum yields up to 0.45.
- Zeng, Zhongyi,Jin, Hongming,Sekine, Kohei,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.
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supporting information
p. 6935 - 6939
(2018/06/04)
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