Blog

Decarbonylative Diaryl Ether Synthesis by Pd and Ni Catalysis

Takise, R.; Isshiki, R. Muto K.; Itami, K.; Yamaguchi, J.

J. Am. Chem. Soc. 2017, Just Accepted Manuscripts. DOI: 10.1021/jacs.7b00049


Abstract

Since diaryl ethers are present as an important motif in pharmaceuticals and natural products, extensive studies for the development of novel methods have been conducted. A conventional method for the construction of the diaryl ether moiety is the intermolecular cross-coupling reaction of aryl halides and phenols with a copper or palladium catalyst. We developed a catalytic decarbonylative etherification of aromatic esters using a palladium or nickel catalyst with our enabling diphosphine ligand to give the corresponding diaryl ethers. The present reaction can be conducted on gram scale in excellent yield. This reaction not only functions in an intramolecular setting, but also allows for a cross-etherification using other phenols.

Comments from Mr. Ryosuke Takise (sorry, this contents is only Japanese)
もともとは違う反応を追っていて偶然見つけたこのFromエステルToエーテル反応。一酸化炭素が抜けるだけという非常にシンプルな反応です。基質適用範囲にまだ制限がありますが、分子変換としては非常に興味深く、個人的にもお気に入りの反応です。パラジウムを担当してくれた一色遼太くんと一緒に研究ができたのも良い経験になりました。本反応に用いられるdcyptという配位子は近日中に市販化が可能になりますので、ぜひ利用してみてください。たきしでし!

 

Related post

  1. Photo-induced arylation of carba…
  2. Synthesis and Racemization Proce…
  3. Synthesis, Structure, and Electr…
  4. para-C−H Borylation of Benzene D…
  5. Controlling the Circadian Clock …
  6. Synthesis of a zigzag carbon nan…
  7. Casein kinase 1 family regulates…
  8. Decarbonylative C–H Coupling of …

Twitter@Itami Lab

Itami Lab Facebook

Instagram@Itami Lab

This error message is only visible to WordPress admins

Error: API requests are being delayed. New posts will not be retrieved.

There may be an issue with the Instagram access token that you are using. Your server might also be unable to connect to Instagram at this time.

Error: API requests are being delayed for this account. New posts will not be retrieved.

There may be an issue with the Instagram access token that you are using. Your server might also be unable to connect to Instagram at this time.

Error: No posts found.

Make sure this account has posts available on instagram.com.

Click here to troubleshoot

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