Iron-Catalyzed Direct C3-Benzylation of Indoles with Benzyl Alcohols through Borrowing Hydrogen

被引：62

作者：

Di Gregorio, Giovanni ^{[1
]}

Mari, Michele ^{[1
]}

Bartoccini, Francesca ^{[1
]}

Piersanti, Giovanni ^{[1
]}

机构：

[1] Univ Urbino Carlo Bo, Dept Biomol Sci, Pzza Rinascimento 6, I-61029 Urbino, Pesaro, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 16期

关键词：

ALPHA-ALKYLATION; ENANTIOSELECTIVE FUNCTIONALIZATION; ACCEPTORLESS DEHYDROGENATION; TRYPTAMINE DERIVATIVES; BOND FORMATION; N-ALKYLATION; AMINES; EFFICIENT; KETONES; NUCLEOPHILES;

D O I：

10.1021/acs.joc.7b01603

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We present the coupling of primary and secondary benzyl alcohols with indoles to form 3-benzylated indoles and H2O that is catalyzed, for the first time, by a complex of earth-abundant iron. This transformation accommodates a variety of substrates and is distinguished by its operational simplicity, sustainability, high functional-group tolerance, and amenability to gram-scale synthesis. On the basis of the preliminary experimental observations, we propose that the reaction proceeds through a borrowing hydrogen process.

引用

页码：8769 / 8775

页数：7

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