Aminomethylation of Imidazoheterocycles with Morpholine

A hitherto unreported aminomethylation occurs at C-3 of imidazopyridines with morpholine in the presence of (diacetoxyiodo)­benzene at ambient temperature in short reaction times. This methodology is also applicable to indolizine, imidazo­[2,1-b]­thiazole, benzo­[d]­imidazo­[2,1-b]­thiazole, and ind...

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Bibliographic Details
Published in:Organic letters 2017-07, Vol.19 (14), p.3751-3754
Main Authors: Mondal, Susmita, Samanta, Sadhanendu, Singsardar, Mukta, Hajra, Alakananda
Format: Article
Language:English
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Summary:A hitherto unreported aminomethylation occurs at C-3 of imidazopyridines with morpholine in the presence of (diacetoxyiodo)­benzene at ambient temperature in short reaction times. This methodology is also applicable to indolizine, imidazo­[2,1-b]­thiazole, benzo­[d]­imidazo­[2,1-b]­thiazole, and indole. Interestingly, the aminomethylation involving morpholine as a source of methylene group is a new phenomenon. This protocol is of much potential for the synthesis of aminomethylated derivatives under mild reaction conditions.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b01594