Template Synthesis to Solve the Unreachable Ortho C-H Func-tionalization Reaction of Iodobenzene

08 May 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


With the development of ortho C-H functionalization in Pd/NBE chemistry, the catalytic systems used are becoming increasingly complex. The increasingly complex catalytic systems may have created technical barri-ers for researchers in other fields to apply Pd/NBE chemical methods. This report describes the use of a simple Pd/NBE catalytic system to achieve ortho C-H oxylation and phosphonylation and other functionalization of iodobenzene through templated conversion reactions. The key point of this method is to explore the previous-ly unknown step of introducing dimethylamine in the ortho position of iodobenzene through C-H amination. Aryl dimethylamine is quickly converted to methyl quaternary ammonium salt precipitation, and methyl qua-ternary ammonium salt effectively avoids Hofmann elimination in the subsequent functionalization.


Quaternary Ammonium Salt
C-H functionalization

Supplementary materials

Supporting Information
Spectra and synthesis methods


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