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submitted on 04.04.2019 and posted on 05.04.2019by Renhe Li, Yun Zhou, Ki-Young Yoon, Zhe Dong, Guangbin Dong
To expand the synthetic platform of the palladium-norbornene
cooperative catalysis, here we report a general ortho thiolation of aryl and heteroaryl iodides using sulfenamides
as a new class of electrophiles. The sulfenamides derived from a ε-tbutyl-lactam
were found most efficient to introduce various aryl and methyl sulfur groups at
the arene ortho position. The ipso functionalization
is achieved through Heck or Suzuki termination. This reaction also provides a convenient
access to the corresponding aryl sulfoxides and sulfones via selective
oxidation of the ortho thiolation