Synthesis of visible-light mediated tryptanthrin derivatives from isatin and isatoic anhydride under transition metal-free conditions?

Organic Chemistry Frontiers Pub Date: 2017-09-18 DOI: 10.1039/C7QO00740J

Abstract

Visible-light mediated synthesis of diverse tryptanthrin derivatives catalyzed by an organic dye has been achieved. An energy transfer reaction process leads to the self-condensation of isatin, as well as the cross-condensation of isatin and isatoic anhydride. The irradiation of the reaction mixture with a 23 W fluorescent bulb in the presence of Rose Bengal provides a transition metal-free, environmentally friendly and inexpensive alternative approach to synthesize this important heterocycle.

Graphical abstract: Synthesis of visible-light mediated tryptanthrin derivatives from isatin and isatoic anhydride under transition metal-free conditions
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