Transformations of diphenylphosphinothioic acid tertiary amides mediated by directed ortho metallation.
ortho-Lithiation of N,N-diisopropyl-P,P-diphenylphosphinothioic amide using n-BuLi in the presence of TMEDA in diethyl ether followed by electrophilic trapping is described as an efficient method for the synthesis of ortho-functionalised derivatives in high yields. The structural modification of the phosphinothioic amide includes C-X (X = P, S, Si, Sn, I) and C-C bond forming reactions with a large variety of electrophiles. Additional applications based on functional group transformations are also reported. They include imine formation, desulfurization and Suzuki cross-coupling reactions on selected compounds.
Área de Química Orgánica, Universidad de Almería, Carretera de Sacramento, 04120, Almería, Spain.
Hajar
H
el Hajjouji
Eva
E
Belmonte
Jesús
J
García-López
Ignacio
I
Fernández
María José
MJ
Iglesias
Laura
L
Roces
Santiago
S
García-Granda
Anas
A
El Laghdach
Fernando
F
López Ortiz