Base-promoted synthesis of tetrasubstituted alkenylboronates from propargyl amines and B2pin2via dual 1,4-metallate shift and B-N elimination

An efficient approach to synthesize tetrasubstituted alkenylboronates via a cascade borylation/B-N elimination of propargyl amines and B(2)pin(2) is disclosed. A series of tetrasubstituted alkenylboronates were readily furnished using this strategy in good yields. In addition, a series of derivatizations of the tetrasubstituted alkenylboronates were also well achieved.

Automated summary

An efficient method for synthesizing tetrasubstituted alkenylboronates is presented, involving a cascade borylation/B-N elimination of propargyl amines and B(2)pin(2). A series of tetrasubstituted alkenylboronates were easily obtained with high yields using this strategy. Furthermore, various derivatizations of the tetrasubstituted alkenylboronates were also successfully achieved.