Blog

Oxidative Biaryl Coupling of Thiophenes and Thiazoles with Arylboronic Acids through Palladium Catalysis: Otherwise Difficult C4-Selective C

S. Kirchberg, S. Tani, K. Ueda, J. Yamaguchi, A. Studer, K. Itami, Angew. Chem. Int. Ed2011, Early View. DOI: 10.1002/anie.201007060 

It adds up to 4!

Thiophenes and thiazoles can be arylated in the 4- rather than the expected 5-position in a new CH functionalization reaction (see scheme; TEMPO: 2,2,6,6-tetramethylpiperidine-N-oxyl). The boronic acid proved to be the key to achieving the otherwise difficult C4 selectivity. The method was applied to a concise synthesis of a key pharmacological structure with potential for treatment of Alzheimer’s disease.

 

Related post

  1. Nickel-Catalyzed C-H Arylation o…
  2. Exciton Recombination Dynamics i…
  3. Concise Syntheses of Dictyodendr…
  4. Synthesis of Natural Products an…
  5. Nickel-Catalyzed Aromatic C–H Fu…
  6. A Non-alternant Aromatic Belt: M…
  7. A Nickel Catalyst for the Additi…
  8. Synthesis of α-Fluoroimines by C…

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