Tetrahedron letters

Expedious and practical synthesis of the bioactive alkaloids rutaecarpine, euxylophoricine A, deoxyvasicinone and their heterocyclic homologues

A Hamid, A Elomri, A Daïch

Index: Hamid, Abdulkareem; Elomri, Abdelhakim; Daich, Adam Tetrahedron Letters, 2006 , vol. 47, # 11 p. 1777 - 1781

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Citation Number: 37

Abstract

Efficient assembly of pyrimido-β-carbolines and, including the bioactive alkaloids rutaecarpine, euxylophoricine A, and deoxyvasicinone (), is reported from suitable aromatic amino acids or corresponding aromatic amino esters and imino-thioethers or in a one-step sequence in moderate to good yields. The key step of this methodology is based on an intramolecular aza-displacement of a methylthio group followed by spontaneous ...