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Title: | NEXT Oxidative Cross-Coupling of sp3- and sp2-Hybridized C–H Bonds: Vanadium-Catalyzed Aminomethylation of Imidazo[1,2-a]pyridines |
Authors: | Kumar, Anil |
Keywords: | Chemistry Catalysts Oxidative coupling Anions Byproducts Ions |
Issue Date: | 19-Oct-2015 |
Publisher: | ACS |
Abstract: | The vanadium-catalyzed oxidative coupling of substituted 2-arylimidiazo[1,2-a]pyridines to N-methylmorpholine oxide, which acts as both a coupling partner and an oxidant, has been achieved. This reaction was applied to various substituted imidiazo[1,2-a]pyridine and indole substrates, resulting in yields as high as 90%. Mechanistic investigations indicate that the reaction may proceed via a Mannich-type process. This work demonstrates how oxidative aminomethylation can be used as a useful method to introduce tertiary amines into heterocycles, thus providing an alternative method for conventional Mannich-type reactions. |
URI: | https://pubs.acs.org/doi/abs/10.1021/acs.orglett.5b02539 http://dspace.bits-pilani.ac.in:8080/xmlui/handle/123456789/2852 |
Appears in Collections: | Department of Chemistry |
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