Towards the syntheses of  N ‐H and  N ‐alkylated derivatives of meridianins | Zendy

Corbel Bernard | Zendy; Michaud FrançOis | Zendy; Meijer Laurent | Zendy; Simon Gaëlle | Zendy; CouthonGourves Hélène | Zendy; Haelters JeanPierre | Zendy; Kervarec Nelly | Zendy

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Towards the syntheses of N ‐H and N ‐alkylated derivatives of meridianins

Author(s) -

Corbel Bernard,

Michaud FrançOis,

Meijer Laurent,

Simon Gaëlle,

CouthonGourves Hélène,

Haelters JeanPierre,

Kervarec Nelly

Publication year - 2007

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570440407

Subject(s) - chemistry , alkylation , pyrrolidine , alkyl , tosyl , guanidine , nuclear magnetic resonance spectroscopy , medicinal chemistry , stereochemistry , organic chemistry , catalysis

Novel N ‐H and N ‐alkylated derivatives of meridianins have been synthesized as potential antitumor agents by a two‐step conversion of N ‐tosyl‐3‐acetylindoles or N ‐alkyl‐3‐acetylindoles to the corresponding enaminones using DMF‐DMA, with or without added pyrrolidine. Further cyclization with guanidine gave the corresponding 2‐aminopyrimidines. The structures of the compounds, thus obtained, were proved by 1 H and 13 C NMR spectroscopy, NOE experiments and X‐ray analysis.

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