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使用异烟酸酯催化剂与双(频哪醇硼酸酯)对芳醛进行无金属热有机催化的频哪醇偶联反应。

Metal-free thermal organocatalytic pinacol coupling of arylaldehydes using an isonicotinate catalyst with bis(pinacolato)diboron.

作者信息

Yasui Masamichi, Hanaya Kengo, Sugai Takeshi, Higashibayashi Shuhei

机构信息

Faculty of Pharmacy, Keio University 1-5-30 Shibakoen, Minato-ku Tokyo 105-8512 Japan

出版信息

RSC Adv. 2021 Jul 14;11(40):24652-24655. doi: 10.1039/d1ra04443e. eCollection 2021 Jul 13.

Abstract

The metal-free thermal organocatalytic pinacol coupling of arylaldehydes has been developed. The intermolecular coupling of arylaldehydes catalyzed by -butyl isonicotinate with bis(pinacolato)diboron as the co-reducing agent afforded 1,2-diphenylethane-1,2-diols. This reaction was also applicable to the intramolecular coupling of 1,1'-biphenyl-2,2'-dicarbaldehydes to afford 9,10-dihydrophenanthrene-9,10-diols. Various functional groups were tolerated under this coupling condition.

摘要

已开发出芳基醛的无金属热有机催化频哪醇偶联反应。以异烟酸叔丁酯为催化剂、双(频哪醇合)二硼为共还原剂催化芳基醛的分子间偶联反应,得到1,2 - 二苯基乙烷 - 1,2 - 二醇。该反应也适用于1,1'-联苯 - 2,2'-二甲醛的分子内偶联反应,得到9,10 - 二氢菲 - 9,10 - 二醇。在这种偶联条件下,各种官能团都能兼容。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/14bb/9036917/b29353b7b296/d1ra04443e-s1.jpg

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