A versatile {method|technique|approach|strategy|system|process} to access differentially substituted 1,3- and 1,4-diamines {via|by way of|through|by means of} a nickel-catalyzed three-component 1,2-carboamination of alkenyl amines with aryl/alkenylboronic ester nucleophiles and N–O electrophiles is reported. The reaction proceeds {efficiently|effectively} with {free|totally free|free of charge|cost-free|absolutely free|no cost} {primary|main|major|principal|key} and secondary amines {without|with out|without having|with no|devoid of|without the need of} needing a directing auxiliary or {protecting|guarding|defending|safeguarding} group, and is enabled by fine-tuning the leaving group {on the|around the} N–O reagent. The transformation is {highly|extremely|very|hugely} regioselective and compatible {with a|having a|using a} wide {range|variety} of coupling partners and alkenyl amine substrates, all performed at {room|space|area} temperature. A series of kinetic {studies|research} {support|assistance|help} a mechanism in which alkene coordination {to the|towards the|for the} nickel catalyst is turnover-limiting. 1809395-84-3 manufacturer 2820537-05-9 custom synthesis PMID:24516446
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