Blog

A Nickel Catalyst for the Addition of Organoboronate Esters to Ketones and Aldehydes

Jean Bouffard and Kenichiro Itami Org. Lett. 2009, 11, ASAP.

DOI:10.1021/ol9017613

 

A Ni(cod)2/IPr catalyst promotes the intermolecular 1,2-addition of arylboronate esters to unactivated aldehydes and ketones. Diaryl, alkyl aryl, and dialkyl ketones show good reactivity under mild reaction conditions (≤80 °C, nonpolar solvents, no strong base or acid additives). A dramatic ligand effect favors either carbonyl addition (IPr) or C−OR cross-coupling (PCy3) with aryl ether substrates. A Ni(0)/Ni(II) catalytic cycle initiated by the oxidative cyclization of the carbonyl substrate is proposed.

Related post

  1. Carbon Nanosheets by Morphology-…
  2. Cyanation of Phenol Derivatives …
  3. Dragmacidin D Synthesis of Dragmacidin D via D…
  4. Mechanistic Studies on the Pd-ca…
  5. Recent Progress in Nickel-Cataly…
  6. Size-Selective Complexation and …
  7. Synthesis of Dihydrobenzo[b]fura…
  8. Synthesis of a Möbius carbon nan…

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