148839-41-2Relevant academic research and scientific papers
C-H activation by amide chelation control: Ruthenium-catalyzed direct synthesis of 2-Aryl-3-furanamides
Zhao, Yigang,Snieckus, Victor
, p. 1527 - 1532 (2014/06/09)
A new, catalytic methodology for the synthesis of heterobiaryls by the ruthenium-catalyzed C-H activation/cross-coupling of heterocyclic amides with aryl boroneopentylates is surveyed. From this survey, the highly regioselective reaction of furan-3-carboxamide to give 2-aryl-3-furanamides is optimized and generalized in scope with respect to the aryl boroneopentylate coupling partners. Established thereby is a one-step synthetic method which may supercede the broadly applied two-step directed ortho metalation (DoM)-cross coupling reaction involving cryogenic and strong base conditions and which has potential for further ortho and remote metalation chemistry.
COMBINED DIRECTED METALATION-CROSS COUPLING STRATEGIES. A REGIOSPECIFIC ROUTE TO HETERORING-ANNELATED ortho-NAPHTHOQUINONES AND A SHORT SYNTHESIS OF β-LAPACHONE
Brandao, Marcos A. F.,Oliveira, Alaide Braga de,Snieckus, Victor
, p. 2437 - 2440 (2007/10/02)
A general combined metalation-cross coupling methodology (Scheme 1) for the regiospecific construction of heteroring fused o-naphthoquinones 8 is described and its application to a short synthesis of the antimalarial/antitumor natural product β-lapachone (14) is demonstrated.
