Tetrahedron letters

A simple and general synthesis of 4-oxo-4, 5, 6, 7-tetrahydroindoles via a novel intramolecular 1, 3-dipolar cycloaddition approach

DR Hutchison, NK Nayyar, MJ Martinelli

Index: Hutchison, Darrell R.; Nayyar, Naresh K.; Martinelli, Michael J. Tetrahedron Letters, 1996 , vol. 37, # 17 p. 2887 - 2890

Full Text: HTML

Citation Number: 13

Abstract

A general synthesis of 4-keto-4, 5, 6, 7-tetrahydroindoles 6–12 has been achieved in two steps using a new intramolecular 1, 3-dipolar cycloaddition approach in moderate yields (45– 60%). The potential of this methodology is demonstrated by the synthesis of a mitomycin skeleton (15) and a topoisomerase-1 inhibitor skeleton (17).