Blog

Making Dimethylamino a Transformable Directing Group by Nickel‐Catalyzed C-N Borylation

Hua Zhang, Shinya Hagihara, and Kenichiro Itami

Chem. Eur. J. 2015, 21, 16796-16800. DOI: 10.1002/chem.201503596

The dimethylamino (Me2N) group is arguably the most versatile functional group capable of highly efficient and site-selective directed aromatic functionalizations at the ortho-, meta-, and para-positions depending on reaction conditions. While the repertoire of Me2N-directed reactions is growing at a rapid pace, the lack of a general method to transform this group to other functionalities hampers its wider application in organic synthesis. Here we report nickel-catalyzed CN borylations of aryl- and benzyl-dimethylamines that permit the conversion of a huge library of largely underutilized Me2N-containing organic molecules into various functional molecules by taking advantage of the wealth of existing CB functionalization methods.

Related post

  1. N-doped Nonalternant Aromatic Be…
  2. Decarbonylative C–H Coupling of …
  3. Concise Syntheses of Dictyodendr…
  4. Palladium-Catalyzed C-H Activati…
  5. Synthesis and Structural Feature…
  6. η6-Cycloparaphenylene Transition…
  7. Selective Synthesis of [12]Cyclo…
  8. Discovery of Shoot Branching Reg…

Twitter@Itami Lab

Itami Lab Facebook

Instagram@Itami Lab

最近の記事

Flickr@Itamilab

天池先輩からコーヒースープ伴夫妻からのお歳暮です!潤さん、宮村さん、ありがとうございます!!武藤さん、ビールありがとうございます!平賀大都わーいやなさん、あつしさん、ありがとうございます!!だいぶ前だけど、Stripes look #ootdHalloween lookラインを洗う時ですら格好良く。戸谷先生教育実習!imageけいしゅう、誕生日おめでとう!誕生日は英吉家!!3年生に名古屋ぼろ勝ちアピール中!!アリシア卒業おめでとう女子会!
PAGE TOP