スルフォンとモジュラーラッククロスカップリングにより,sp³が豊富な (フッ素) アルキル化スキャフォールドにアクセスできます

Rohan R Merchant¹, Jacob T Edwards¹, Tian Qin¹

¹Department of Chemistry, The Scripps Research Institute (TSRI), 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.

Science (New York, N.Y.)

|February 20, 2018

まとめ

この研究では,硫黄素を用いた新しいニッケル触媒クロスカップリング法が導入され,困難な炭素-炭素結合が生成されます. このアプローチは,医薬品用複合フッ素化合物の合成を効率化します.

科学分野:

有機化学
キャタリシス
薬剤化学

背景:

クロスカップリング反応は医薬品と材料の合成に不可欠です.
シングル電子法は,C ((sp2) -C ((sp3)) 結合形成を可能にするが,限界に直面する.
化合物の特定のクラス,特にフッ素化合物は,合成することが困難である.

研究の目的:

C ((sp2) - C ((sp3)) の結合を形成するための新しい方法を開発する.
スルフォンをニッケル触媒の激素クロスカップリングの活性化グループとして利用する.
薬学的に重要なフッ素化合物の合成を簡素化する

主な方法:

ニッケル触媒による交互結合反応
アルキル結合パートナーをスルフォンで活性化する.
アリル亜鉛反応剤との結合

主要な成果:

C ((sp2) - C ((sp3)) の債券の形成に成功しました.
フロオアルキル置換剤に対する耐性が証明されている.
複合的なフッ化物構造の簡素化合成
5つのスルフォン反応剤により,様々な化合物が迅速に組み立てられました.

結論:

サルフォン活性化アルキルパートナーは,複雑な分子合成にモジュール的なアプローチを提供します.
この方法は,難しいフッ素化合物の製造を簡素化します.
開発された戦略は医薬品と材料科学の応用に有利です.

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