Aryne Insertion into sigma Bonds

作者：Asamdi Manjoorahmed; Chikhalia Kishor H^*

来源：Asian Journal of Organic Chemistry, 2017, 6(10): 1331-1348.

DOI：10.1002/ajoc.201700284

• arynes
• fluorine
• insertion
• synthetic methods
• zwitterions

The synthesis of aryne intermediates from ortho-(trimethylsilyl)aryl triflates by employing a fluoride source, first reported by Kobayashis group, has provided a new avenue for the simultaneous construction of two sigma bonds on a benzene ring by inserting an aryne into the sigma bond in a more-convenient manner. The generation of ortho-substituted benzenes through aryne intermediates offers a potent scaffold for the synthesis of bioactive heterocyclic compounds, ligands, and natural products. The main aim of this Focus Review is to highlight the application of Kobayashis aryne precursor to the one-pot synthesis of ortho-substituted benzenes. Examples include transformations that employ transition-metal catalysis and those that do not.

• 出版日期2017-10