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Manganese(I)‐Catalyzed C−H (2‐Indolyl)methylation: Expedient Access to Diheteroarylmethanes
Author(s) -
Lu Qingquan,
Cembellín Sara,
Greßies Steffen,
Singha Santanu,
Daniliuc Constantin G.,
Glorius Frank
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201710060
Subject(s) - catalysis , manganese , regioselectivity , chemistry , methylation , cascade , combinatorial chemistry , molecule , atom economy , atom (system on chip) , organic chemistry , computer science , parallel computing , biochemistry , chromatography , gene
An unprecedented Mn I ‐catalyzed (2‐indolyl)methylation of heteroarenes is reported. This method makes use of an aromatizing cascade strategy to install a (2‐indolyl)methyl group into target molecules, thereby leading to the expedient synthesis of previously challenging and important unsymmetrical diheteroarylmethanes, in particular bis(2‐indolyl)methanes. The proposed cascade process comprises the reorganization of multiple bonds with controlled regioselectivity and high atom economy and can be performed on a gram‐scale. Furthermore, a metal‐free C−H propargylation is observed. The diverse application of this method is also demonstrated.