Fig. 1: Background and our work. | Nature Communications

Fig. 1: Background and our work.

From: Switchable chemoselective aryne reactions between nucleophiles and pericyclic reaction partners using either 3-methoxybenzyne or 3-silylbenzyne

Fig. 1

A Benzyne and distorted arynes with either electron-withdrawing group (EWG) or electron-donating group (EDG) on the 3-position that contain preferred site of nucleophilic addition. B Previous chemoselective method employs the inherent reactivity difference between two nucleophiles to realize chemo- and/or site-selectivity, albeit with only limited examples. C Trapping reactions between imidazole and furan: aConditions: aryne precursor 1 (0.5 mmol), imidazole (2a) (1.5 mmol), furan (3a) (1.5 mmol), CsF (1.5 mmol), and additive (1.0 mmol) in acetonitrile (5 ml) at room temperature overnight. bIsolated yield. cA mixture of ortho- and meta-isomers. D Selected intermolecular competing reactions. E Chemoselectivity study on compound sub-1.

Back to article page