Efficient one-pot synthesis of dan-substituted organo- and silyl-boron compounds

Abstract

Direct, transition metal-free B(dan)-installation into organic frameworks has been developed. Heteroaryl–H bonds were transformable into the respective heteroaryl–B(dan) bonds through deprotonation. The resulting heteroaryl–B(dan) compounds, which are otherwise difficult to access, can undergo the direct Suzuki–Miyaura coupling. The method was demonstrated to apply to a silicon nucleophile, giving Lewis acidity-diminished stable silyl–B(dan) and –B(aam) in one pot.