Organic & Biomolecular Chemistry 2011-07-21

Regioselective dibromination of methyl indole-3-carboxylate and application in the synthesis of 5,6-dibromoindoles.

Thomas B Parsons, Cédric Ghellamallah, Louise Male, Neil Spencer, Richard S Grainger

文献索引:Org. Biomol. Chem. 9(14) , 5021-3, (2011)

全文:HTML全文

摘要

Treatment of methyl indole-3-carboxylate with bromine in acetic acid gives methyl 5,6-dibromoindole-3-carboxylate regioselectively, from which the parent 5,6-dibromoindole can be accessed via a one-pot, microwave-mediated ester hydrolysis and decarboxylation. Application of these building blocks in syntheses of natural and non-natural 5,6-dibromoindole derivatives, including meridianin F and 5,6-dibromo-2'-demethylaplysinopsin, is reported.


相关化合物

  • 3-吲哚甲酸甲酯

相关文献:

Nannozinones and sorazinones, unprecedented pyrazinones from myxobacteria.

2014-11-26

[J. Nat. Prod. 77(11) , 2545-52, (2014)]

Methyl indole-3-carboxylate. Hu SC, et al.

[Acta Crystallogr. Sect. E Struct. Rep. Online 61(6) , o1654-o1656, (2005)]

更多文献...