Palladium-catalyzed insertion of N-tosylhydrazones and trapping with carbon nucleophiles.
A Pd-catalyzed three-component cross-coupling reaction of vinyl iodide, N-tosylhydrazone, and carbon nucleophiles is reported, and a one-pot procedure is also developed. The cross-coupling is proposed to proceed through a palladium-carbene migratory insertion, carbopalladation other than classic palladium-carbene migratory insertion, and β-H elimination. Moreover, the reaction proceeds under mild conditions and with high stereoselectivity.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University , and State Key Laboratory of Solid Lubrication, Lanzhou Institute of Chemical Physics, Chinese Academy of Science , Lanzhou 730000, P. R. China.
Ping-Xin
PX
Zhou
Yu-Ying
YY
Ye
Yong-Min
YM
Liang