82243-32-1Relevant academic research and scientific papers
ORTHO-LITHIATION OF PHENYLTHIOETHERS- AND SOME APPLICATIONS
Horner, L.,Lawson, A. J.,Simons, G.
, p. 353 - 356 (2007/10/02)
A preparative procedure for the ortho-lithiation of phenylthioethers C6H5SR 1 is described.The preparations of 2-alkylthio-substituted benzoic acids 3, benzophenones 5 and phenylphosphines 6 were carried out in isolated yields of 38-73percent, depending on reaction and substituent.The procedure provides a simple route to dithiocatechol and trithiopyrogallol derivatives 7 and 8.The ring-lithiation step gives the best results for R=t-C4H9 (80-90percent) and R=i-C3H7 (70-80percent).R=C2H5 gave lower yields (ca.45percent), while R=CH3 gave principally lithiation at alkyl carbon.
