A Sequential Pd/Norbornene-Catalyzed Process Generates o-Biaryl Carbaldehydes or Ketones via a Redox Reaction or 6H-Dibenzopyrans by C-O Ring Closure

作者：Motti, Elena; Della Ca', Nicola; Xu, Di; Piersirnoni, Anna; Bedogni, Elena; Zhou, Zhi-Ming; Catellani, Marta^*

来源：Organic Letters, 2012, 14(22): 5792-5795.

DOI：10.1021/ol302889t

• SUBSTITUTED ARYL IODIDES
• OXIDATIVE ADDITION
• H BOND
• REDUCTIVE ELIMINATION
• PALLADIUM
• COMPLEXES
• ARYLATION
• HALIDES
• CHEMISTRY
• MECHANISM

o-Biaryl carbaldeydes and ketones are obtained through the one-pot reaction of o-aryl iodides with o-bromobenzyl alcohols under the catalytic action of Pd and norbornene, in the presence of a base. The same reaction can also give dibenzopyrans by Pd and norbornene catalysis with a different termination, leading to C-O ring closure. In both cases the process first leads to a five-membered palladacycle, which controls C-C coupling, then to a seven-membered oxapalladacycle, which gives aldehydes and ketones or dibenzopyrans.

• 出版日期2012-11-16
• 单位北京理工大学