Iridium-Catalyzed Formyl-Selective Deuteration of Aldehydes

被引：84

作者：

Kerr, William J. ^{[1
]}

Reid, Marc ^{[1
]}

Tuttle, Tell ^{[1
]}

机构：

[1] Univ Strathclyde, Dept Pure & Appl Chem, WestCHEM, 295 Cathedral St, Glasgow G1 1XL, Lanark, Scotland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 27期

关键词：

aldehydes; C-H activation; deuteration; DFT; iridium; HYDROGEN-ISOTOPE-EXCHANGE; C-H ACTIVATION; H/D EXCHANGE; DEHYDROGENATIVE DECARBONYLATION; PRIMARY ALCOHOLS; BOND ACTIVATION; COMPLEXES; DEUTERIUM; MECHANISM; ALKENE;

D O I：

10.1002/anie.201702997

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We report the first direct catalytic method for formyl-selective deuterium labeling of aromatic aldehydes under mild conditions, using an iridium-based catalyst designed to favor formyl over aromatic C-H activation. A good range of aromatic aldehydes is selectively labeled, and a one-pot labeling/olefination method is also described. Computational studies support kinetic product control over competing aromatic labeling and decarbonylation pathways.

引用

页码：7808 / 7812

页数：5

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