Nickel-Catalyzed Dehydrogenative [4+2] Cycloaddition of 1,3-Dienes with Nitriles

作者:Ohashi Masato; Takeda Ippei; Ikawa Masashi; Ogoshi Sensuke*
来源:Journal of the American Chemical Society, 2011, 133(45): 18018-18021.
DOI:10.1021/ja208162w

摘要

Pyridines, which comprise one of the most important classes of the six-membered heterocyclic compounds, are widely distributed in nature, and the transition-metal-catalyzed [2 + 2 + 2] cycloaddition reaction of two alkynes and a nitrile is one of the most powerful methods for preparing versatile, highly substituted pyridine derivatives. However, the lack of chemo- and regioselectivity is still a crucial issue associated with fully intermolecular [2 + 2 + 2] cycloaddition. The present study developed the Ni(0)-catalyzed intermolecular dehydrogenative [4 + 2] cycloaddition reaction of 1,3-butadienes with nitrites to give a variety of pyridines regioselectively.

  • 出版日期2011-11-16