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钴催化的未活化 C(sp3)-H 和 C(sp3)-H 键之间的交叉脱氢偶联反应。

Cobalt-Catalyzed Cross-Dehydrogenative Coupling Reaction between Unactivated C(sp)-H and C(sp)-H Bonds.

机构信息

Institute of Chemistry & BioMedical Sciences, Nanjing University , Nanjing, 210023, China.

Department of Chemistry and Biochemistry, Texas Tech University , Lubbock, Texas 79409-1061, United States.

出版信息

Org Lett. 2017 Sep 1;19(17):4676-4679. doi: 10.1021/acs.orglett.7b02316. Epub 2017 Aug 22.

DOI:10.1021/acs.orglett.7b02316
PMID:28829611
Abstract

Catalytic oxidative cross-dehydrogenative coupling between unactivated C(sp)-H and C(sp)-H bonds is achieved by the cobalt-catalyzed o-alkylation reaction of aromatic carboxamides containing (pyridin-2-yl)isopropyl amine (PIP-NH) as a N,N-bidentate directing group. Many different C(sp)-H bonds in alkanes, toluene derivatives and even in the α-position of ethers and thioethers can be used as coupling partners. This method has a broad substrate scope and the tolerance of various functional groups.

摘要

钴催化含有(吡啶-2-基)异丙基胺(PIP-NH)作为双齿氮配体的芳酰胺的邻位烷基化反应,实现了未活化的 C(sp)-H 和 C(sp)-H 键之间的催化氧化交叉脱氢偶联。烷烃、甲苯衍生物甚至醚和硫醚的α-位中的许多不同的 C(sp)-H 键都可以作为偶联伙伴。该方法具有广泛的底物范围和对各种官能团的耐受性。

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