Automated library synthesis of cyclopropyl boronic esters employing diazomethane in a tube-in-tube flow reactor

The efficient synthesis of cyclopropyl boronic esters in library format using a diazomethane flow reactor has been achieved. A pivotal component of the system is a fully automated tube-in-tube reactor allowing for safe handling of hazardous diazomethane on repeated small scale and for the generation...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2016-07, Vol.14 (27), p.6591-6595
Main Authors: Koolman, Hannes F, Kantor, Stanislaw, Bogdan, Andrew R, Wang, Ying, Pan, Jeffrey Y, Djuric, Stevan W
Format: Article
Language:English
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Summary:The efficient synthesis of cyclopropyl boronic esters in library format using a diazomethane flow reactor has been achieved. A pivotal component of the system is a fully automated tube-in-tube reactor allowing for safe handling of hazardous diazomethane on repeated small scale and for the generation of larger quantities of product. The setup enables the repeated execution of Pd-catalyzed cyclopropanation reactions without compromising its operation over time. Direct access to a library of cyclopropyl boronic esters, using an automated, safe diazomethane flow process.
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob00715e