A highly regioselective protocol for intermolecular thiocyanation-amination of alkynes by N-thiocyanodibenzenesulfonimide (NTSI) as the SCN and nitrogen sources has been developed. A C−S bond and C−N bond are simultaneously constructed in only one step. The reaction under simple mild conditions features a broad substrate scope, atom economy, high yields (up to 94%), and excellent functional group tolerance.
A metal-free and regioselective electrophilic thiocyanation/cyclization of alkynylbenzoates has been developed to afford series of thiocyanato-containing isocourmarins catalyzed by Me 3 SiCl. Tandem thiocyanation/6-endo cyclization of alkynylbenzoates was achieved using N-thiocyanato-succinimide (NTS). A wide scope of substrates and functional groups have been tolerated with moderate to excellent yield up to 98%. The mild reaction conditions make this protocol more practical to access isocourmarins bearing a thiocyanato group with diverse transformations.
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