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One‐pot domino reactions of indigo with propargyl derivatives produce structurally diverse heterocycles including new pyrazinodiindolodiones, azepinodiindolones, and oxazinoindolones. Mechanistic and DFT studies show propargyl moieties behaving as electrophiles when terminally substituted, thereby competing with leaving groups. Photophysical properties, including transient absorption spectroscopy...
The synthesis of structurally diverse heterocycles for chemical space exploration was achieved via the cascade reactions of indigo with propargylic electrophiles. New pyrazinodiindolodione, naphthyridinedione, azepinodiindolone, oxazinoindolone and pyrrolodione products were prepared in one pot reactions by varying the leaving group (‐Cl, ‐Br, ‐OMs, ‐OTs) or propargyl terminal functionality (‐H, ‐Me,...
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