一酸化炭素のラジカル反応を利用する新しいカルボニル化法

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概要

• 論文の詳細を見る

• A novel carbonylation method based on free-radical reactions has been developed. Acyl radicals, generated by the addition of alkyl free-radicals to carbon monoxide, have been effectively trapped by tin hydride. Through this sequence, the free-radical formylation of organo halides to the corresponding aldehydes was realized. Carbonylative cyclizations to give cyclopentanones can also be affected starting with 4-pentenyl halides. When an alkene was also present in the reaction system, the trapping of the alkyl free-radical by carbon monoxide to form an acyl free-radical and the subsequent addition of that radical to the alkene took place efficiently to give an unsymmetrical ketone. This sequence represents a unique method for the double alkylation of carbon monoxide β, γ-Unsaturated ketones can be synthesized via a three-component coupling of alkyl iodides, carbon monoxide, and allylstannane. All of these findings have demonstrated that free-radical carbonylation is a useful method for the introduction of carbon monoxide into organic molecules.

• 社団法人 有機合成化学協会の論文

著者

• 柳 日馨

  大阪大学工学部応用精密化学科

• 柳 日馨

  大阪大学工学部応用精密化学教室

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• 一酸化炭素のラジカル反応を利用する新しいカルボニル化法

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