Tetrahedron letters

A versatile synthesis of tricyclic analogues of quinolone antibacterial agents: Use of a novel reformatsky reaction

JP Michael, CB de Koning, TV Stanbury

Index: Michael, Joseph P.; De Koning, Charles B.; Stanbury, Trevor V. Tetrahedron Letters, 1996 , vol. 37, # 52 p. 9403 - 9406

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Citation Number: 21

Abstract

A simple synthesis of tricyclic analogues of the quinolone antibiotics bearing a diverse range of substituents on the aromatic ring is described. The key steps involve unprecedented Reformatsky reaction between diethyl bromomalonate and N-arylpyrrolidine-2-thiones 8, followed by cyclisation of the resulting enaminone intermediates 9 in polyphosphoric acid.

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