Blog

One-shot Indole-to-Carbazole π-Extension by Pd-Cu-Ag Trimetallic System

Kyohei Ozaki, Hua Zhang, Hideto Ito, Aiwen Lei, and Kenichiro Itami

Chem. Sci. 2013, 4, 3416–3420, DOI: 10.1039/C3SC51447A

 

We have developed a Pd-Cu-Ag trimetallic system that can convert indoles to carbozoles using electrondeficient alkenes as two-carbon units. Investigation of reaction mechanism revealed that this one-shot indole-to-carbozole π-extension is likely to proceed through the sequence of (i) Pd/Cu-catalyzed indole C–H alkenylation, (ii) Ag-promoted Diels–Alder reaction and
dehydrogenative aromatization. The 10 successful one-pot synthesis of granulatimide derivative, an interesting class of Chk1 kinase inhibitor, highlights the potential of the present reaction for further development and applications.

 

Related post

  1. Palladium-Catalyzed C-H Activati…
  2. Excited States in Cycloparapheny…
  3. A Quintuple [6]Helicene with a C…
  4. Controlling the Circadian Clock …
  5. Six-fold C–H Borylation of Hexa-…
  6. Synthesis and Properties of Cycl…
  7. (日本語) test
  8. Cycloparaphenylene-Based Ionic D…

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