Economical and scalable synthesis of 6-amino-2-cyanobenzothiazole.

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY(2016)

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摘要
2-Cyanobenzothiazoles (CBTs) are useful building blocks for: 1) luciferin derivatives for bioluminescent imaging; and 2) handles for bioorthogonal ligations. A particularly versatile CBT is 6-amino-2-cyanobenzothiazole (ACBT), which has an amine handle for straight-forward derivatisation. Here we present an economical and scalable synthesis of ACBT based on a cyanation catalysed by 1,4-diazabicyclo[2.2.2] octane (DABCO), and discuss its advantages for scale-up over previously reported routes.
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关键词
ACBT,cyanation,2-cyanobenzothiazoles,DABCO,luciferins,organocatalysis
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