Diverse Visible-Light-Promoted Functionalizations of Benzotriazoles Inspired by Mechanism-Based Luminescence Screening
Three new visible-light-promoted functionalizations of benzotriazole substrates were discovered using a mechanism-based screening method. ortho-Thiolated, borylated, and alkylated N-arylbenzamide products were obtained under mild reaction conditions in a new denitrogenative synthetic approach to functionalized aniline derivatives. The functional group tolerance of the borylation reaction was further analyzed in the first application of an additive-based robustness screen in a photocatalytic transformation. All the functionalizations proceed via photocatalytically initiated chain mechanisms as indicated by determination of the reaction quantum yields and Stern–Volmer analyses.
Teders, Michael,Gómez-Suárez, Adrián,Pitzer, Lena,Hopkinson, Matthew N.,Glorius, Frank
supporting information
p. 902 - 906
(2017/01/13)
Synthesis of 4H-1,4-Benzothiazines via Lithiation Alpha to Sulphur of 2-Acylaminophenyl Alkyl Sulphides, Sulphoxides, and Sulphones
4H-1,4-Benzothiazines, their monoxides, and their dioxides are readily prepared via lithiation and intramolecular cyclisation of 2-acylaminophenyl alkyl sulphides, sulphoxides, and sulphones with lithium di-isopropylamide in tetrahydrofuran at -50 deg C.
Babudri, Francesco,Florio, Saverio,Vitrani, Anna Maria,Nunno, Leonardo Di
p. 1899 - 1903
(2007/10/02)
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