The invention discloses a
tetra-coordinated
boron-
oxygen heterocyclic compound and a preparation method thereof, and belongs to the technical field of pharmaceutical and chemical intermediates and related
chemistry. The method comprises the following steps: by taking a bis (pentafluorophenyl)
borane dimethyl sulfide complex [(C6F5) 2BHSMe2] as a
boron source, firstly carrying out hydroboronation reaction on the bis (pentafluorophenyl)
borane dimethyl sulfide complex [(C6F5) 2BHSMe2] and an eneyne compound to generate a three-coordination alkenyl
boron dienophile intermediate in situ, and then carrying out reverse
electron demand Diels-
Alder reaction on the three-coordination alkenyl boron dienophile intermediate and an acetylenic
ketone compound to synthesize a series of
tetra-coordination boron-
oxygen heterocyclic compounds. The method has the advantages of mild
reaction conditions, good selectivity, high yield, wide substrate application range, environmental friendliness, simplicity and convenience in operation and the like, opens up a new way for synthesis of the
tetra-coordinated organoboron compound, and has higher application value and social and
economic benefits.